(2R,3R,4R,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-({[bis(propan-2-yl)amino](2-cyanoethoxy)phosphanyl}oxy)-2-[2-(2-methylpropanamido)-6-oxo-6,9-dihydro-1H-purin-9-yl]oxolan-3-yl 1,1-dioxo-1λ6,4-thiomorpholine-4-carbothioate

• ChemBase ID: 154940
• Molecular Formular: C49H61N8O11PS2
• Molecular Mass: 1033.159401
• Monoisotopic Mass: 1032.36388344
• SMILES: CC(C)C(=O)Nc1[nH]c(=O)c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COC(c1ccccc1)(c1ccc(cc1)OC)c1ccc(cc1)OC)OP(N(C(C)C)C(C)C)OCCC#N)OC(=S)N1CCS(=O)(=O)CC1
• Canonical SMILES: N#CCCOP(N(C(C)C)C(C)C)O[C@@H]1[C@@H](COC(c2ccc(cc2)OC)(c2ccc(cc2)OC)c2ccccc2)O[C@H]([C@@H]1OC(=S)N1CCS(=O)(=O)CC1)n1cnc2c1nc(NC(=O)C(C)C)[nH]c2=O
• InChI: InChI=1S/C49H61N8O11PS2/c1-31(2)44(58)53-47-52-43-40(45(59)54-47)51-30-56(43)46-42(67-48(70)55-24-27-71(60,61)28-25-55)41(68-69(65-26-12-23-50)57(32(3)4)33(5)6)39(66-46)29-64-49(34-13-10-9-11-14-34,35-15-19-37(62-7)20-16-35)36-17-21-38(63-8)22-18-36/h9-11,13-22,30-33,39,41-42,46H,12,24-29H2,1-8H3,(H2,52,53,54,58,59)/t39-,41-,42-,46-,69?/m1/s1
• InChIKey: LXUNLMGCWYNULU-NWGULGMGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-({[bis(propan-2-yl)amino](2-cyanoethoxy)phosphanyl}oxy)-2-[2-(2-methylpropanamido)-6-oxo-6,9-dihydro-1H-purin-9-yl]oxolan-3-yl 1,1-dioxo-1λ^6,4-thiomorpholine-4-carbothioate
• IUPAC Traditional name: (2R,3R,4R,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-{[(2-cyanoethoxy)(diisopropylamino)phosphanyl]oxy}-2-[2-(2-methylpropanamido)-6-oxo-1H-purin-9-yl]oxolan-3-yl 1,1-dioxo-1λ^6,4-thiomorpholine-4-carbothioate
• Synonyms: N2-Isobutyryl-O5′-(4,4′-dimethoxytrityl)-O2′-(1,1-dioxothiomorpholine-4-thiocarbonyl)guanosine O3′-(O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite); DMT-2′O-TC-rG(ib) Phosphoramidite

Database IDs

• MDL Number: MFCD19105659
• PubChem SID: 162249078
• PubChem CID: 45254868

CALCULATED PROPERTIES

• Acid pKa: 9.253024
• H Acceptors: 14
• H Donor: 2
• LogD (pH = 5.5): 2.0640302
• LogD (pH = 7.4): 3.6068375
• Log P: 4.588653
• Molar Refractivity: 271.8684 cm^3
• Polarizability: 105.97621 Å^3
• Polar Surface Area: 217.4 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: : soluble0.2M ACN:Toluene 1:1, clear
• Apperance: white to light yellow solid

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (31P-NMR); ≥98.0% (reversed phase HPLC)
• Impurities: ≤0.3 wt. % Water Content (Karl Fischer); ≤0.5% Impurity 3′-TC isomer (reversed phase HPLC); ≤0.5% P(III) Impurity 140-155ppm (31P-NMR)
• Compatibility: configured for ?KTA® and OligoPilot®; configured for ABI; configured for MerMade
• Empirical Formula (Hill Notation): C49H61N8O11PS2

DETAILS

Sigma Aldrich - G211630

Legal Information
For use with Customer Container sold to end user customers either directly or through distributors.This product is manufactured and sold under a license from Agilent Technologies under pending U.S. Patent App. Nos. 12/118,655, 12/466326, and 61/099,131 and corresponding foreign counterparts, including those issuing from PCT/US08/63342 and PCT/US09/057922 all assigned to Agilent Technologies. The purchase of this product conveys to the buyer the limited, non-exclusive, non-transferable right (without the right to resell, repackage, or further sublicense) under these patents to use the product to synthesize Oligonucleotides for buyer′s internal research use only, including commercial purposes. Except as otherwise provided herein, no other license is granted to the buyer weather expressly, by implication, by estoppel or otherwise. Buyer agrees and understands that it is not licensed to use this product to synthesize Oligonucleotides for sale, for diagnostic uses including use in clinical diagnostic settings where the use in conjunction with an individual′s sample generates data provided to an individual or the individual′s caregiver for a free reimbursement, neither can Oligonucleotides synthesized using this product be used for use clinical trials or for other therapeutic purposes. This product is sold pursuant to authorization from Agilent Technologies, Inc. and Agilent Technologies reserves all other rights under these patents.For use with all sales where the purchaser is required to have its own direct license from Agilent, without limitation, Bulk Quantity Sales, and sales to Oligo Houses.This product and it uses are covered by pending U.S. Patent App. Nos. 12/118,655, 12/466326, and 61/099,131 and corresponding foreign counterparts, including those issuing from PCT/US08/63342 and PCT/US09/057922 all assigned to Agilent Technologies. This product is sold to purchaser pursuant to authorization by Agilent Technologies, Inc. without any rights conferred by seller, based on purchaser′s direct license and authorization to purchase from Agilent Technologies, Inc. No license is granted to the purchaser weather expressly, by implication, by estoppel or otherwise on account of this purchase. Purchase′s rights to use this product are governed solely and expressly by purchaser′s direct license agreement with Agilent.
OligoPilot is a registered trademark of GE Healthcare
?KTA is a registered trademark of GE Healthcare

Sigma Aldrich - G211640

Legal Information
For use with Customer Container sold to end user customers either directly or through distributors.This product is manufactured and sold under a license from Agilent Technologies under pending U.S. Patent App. Nos. 12/118,655, 12/466326, and 61/099,131 and corresponding foreign counterparts, including those issuing from PCT/US08/63342 and PCT/US09/057922 all assigned to Agilent Technologies. The purchase of this product conveys to the buyer the limited, non-exclusive, non-transferable right (without the right to resell, repackage, or further sublicense) under these patents to use the product to synthesize Oligonucleotides for buyer′s internal research use only, including commercial purposes. Except as otherwise provided herein, no other license is granted to the buyer weather expressly, by implication, by estoppel or otherwise. Buyer agrees and understands that it is not licensed to use this product to synthesize Oligonucleotides for sale, for diagnostic uses including use in clinical diagnostic settings where the use in conjunction with an individual′s sample generates data provided to an individual or the individual′s caregiver for a free reimbursement, neither can Oligonucleotides synthesized using this product be used for use clinical trials or for other therapeutic purposes. This product is sold pursuant to authorization from Agilent Technologies, Inc. and Agilent Technologies reserves all other rights under these patents.For use with all sales where the purchaser is required to have its own direct license from Agilent, without limitation, Bulk Quantity Sales, and sales to Oligo Houses.This product and it uses are covered by pending U.S. Patent App. Nos. 12/118,655, 12/466326, and 61/099,131 and corresponding foreign counterparts, including those issuing from PCT/US08/63342 and PCT/US09/057922 all assigned to Agilent Technologies. This product is sold to purchaser pursuant to authorization by Agilent Technologies, Inc. without any rights conferred by seller, based on purchaser′s direct license and authorization to purchase from Agilent Technologies, Inc. No license is granted to the purchaser weather expressly, by implication, by estoppel or otherwise on account of this purchase. Purchase′s rights to use this product are governed solely and expressly by purchaser′s direct license agreement with Agilent.