(1R,2S,4R,6S,7R)-1,10,10-trimethyl-4-{[(1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxatricyclo[5.2.1.02,6]decan-4-yl]oxy}-3-oxatricyclo[5.2.1.02,6]decane

• ChemBase ID: 151439
• Molecular Formular: C24H38O3
• Molecular Mass: 374.55672
• Monoisotopic Mass: 374.28209508
• SMILES: C[C@@]12CC[C@@H](C1(C)C)[C@H]1[C@@H]2O[C@@H](C1)O[C@@H]1C[C@H]2[C@H]3CC[C@@]([C@H]2O1)(C3(C)C)C
• Canonical SMILES: CC1(C)[C@@H]2CC[C@@]1(C)[C@@H]1[C@H]2C[C@H](O1)O[C@@H]1C[C@@H]2[C@H](O1)[C@]1(C([C@@H]2CC1)(C)C)C
• InChI: InChI=1S/C24H38O3/c1-21(2)15-7-9-23(21,5)19-13(15)11-17(26-19)25-18-12-14-16-8-10-24(6,20(14)27-18)22(16,3)4/h13-20H,7-12H2,1-6H3/t13-,14-,15+,16+,17-,18-,19-,20-,23-,24-/m0/s1
• InChIKey: VUDXCBLBKXFCNA-VFQSMPPFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,4R,6S,7R)-1,10,10-trimethyl-4-{[(1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxatricyclo[5.2.1.0^2,^6]decan-4-yl]oxy}-3-oxatricyclo[5.2.1.0^2,^6]decane
• IUPAC Traditional name: (1R,2S,4R,6S,7R)-1,10,10-trimethyl-4-{[(1R,2S,4R,6S,7R)-1,10,10-trimethyl-3-oxatricyclo[5.2.1.0^2,^6]decan-4-yl]oxy}-3-oxatricyclo[5.2.1.0^2,^6]decane
• Synonyms: (+)-MBF-OH dimer; (+)-Noe’s reagent; (2R,3aS,4R,7aS)-Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl ether; Bis[(2R,3aS,4R,7aS)octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl] ether; (+)-Noe-lactol® dimer; (+)-Noe’s reagent; (+)-MBF-羟基二聚物; (+)-欧沃豪斯试剂; (2R,3aS,4R,7aS)-八氢-7,8,8-三甲基-4,7-亚甲基苯并呋喃-2-基醚; 双[(2R,3aS,4R,7aS)八氢-7,8,8-三甲基-4,7-亚甲基苯并呋喃-2-基]醚; (+)-欧沃豪斯邻位羟基内醚®二聚物; (+)-欧沃豪斯试剂

Database IDs

• CAS Number: 87248-50-8
• MDL Number: MFCD00074783
• Beilstein Number: 5756338
• PubChem SID: 24855268; 162245592
• PubChem CID: 12916568

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.0239015
• LogD (pH = 7.4): 5.0239015
• Log P: 5.0239015
• Molar Refractivity: 104.3815 cm^3
• Polarizability: 42.63441 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 149-151 °C; 150-151 °C(lit.)
• Optical Rotation: [α]20/D +205±3°, c = 2.5% in THF; [α]21/D +199.1°, c = 2.25 in THF

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); ≥99%
• Grade: purum
• Empirical Formula (Hill Notation): C24H38O3

DETAILS

Sigma Aldrich - 254827

Packaging
1, 10 g in glass bottle
Legal Information
Noe-Lactol is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 74152

Other Notes
Reagent for introducing the optically active MBF group; the MBF derivatives are used for resolution and for asymmetric inductions1,2,3,4,5