(2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-yl 2,2,2-trichloroethanecarboximidate

• ChemBase ID: 144674
• Molecular Formular: C36H36Cl3NO6
• Molecular Mass: 685.03314
• Monoisotopic Mass: 683.16082092
• SMILES: c1ccc(cc1)COC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC(=N)C(Cl)(Cl)Cl)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: N=C(C(Cl)(Cl)Cl)O[C@H]1O[C@H](COCc2ccccc2)[C@H]([C@@H]([C@H]1OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C36H36Cl3NO6/c37-36(38,39)35(40)46-34-33(44-24-29-19-11-4-12-20-29)32(43-23-28-17-9-3-10-18-28)31(42-22-27-15-7-2-8-16-27)30(45-34)25-41-21-26-13-5-1-6-14-26/h1-20,30-34,40H,21-25H2/t30-,31-,32+,33-,34-/m1/s1
• InChIKey: LMICALCPRSCSMO-BGSSSCFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-yl 2,2,2-trichloroethanecarboximidate
• IUPAC Traditional name: (2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-yl 2,2,2-trichloroethanecarboximidate
• Synonyms: 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate; 2,3,4,6-四-O-苄基-α-D-吡喃葡萄糖基三氯乙酰亚胺酯

Database IDs

• CAS Number: 74808-09-6
• MDL Number: MFCD03427010
• PubChem SID: 162238886; 24874406
• PubChem CID: 11061437

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 8.702289
• LogD (pH = 7.4): 8.710857
• Log P: 8.710968
• Molar Refractivity: 190.7856 cm^3
• Polarizability: 70.868805 Å^3
• Polar Surface Area: 79.23 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 69-74 °C(lit.)
• Optical Rotation: [α]20/D +58, c = 0.4 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C36H36Cl3NO6

DETAILS

Sigma Aldrich - 524352

Packaging
1, 5 g in glass bottle