2-[(3R,3aR,5aS,6S,7S,9aR,9bS)-6-(2-hydroxyethyl)-3a,6-dimethyl-3-[(2R)-6-methylheptan-2-yl]-2,3,4,5,5a,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalen-7-yl]ethanol

Base Information

• Chemical Name: 2-[(3R,3aR,5aS,6S,7S,9aR,9bS)-6-(2-hydroxyethyl)-3a,6-dimethyl-3-[(2R)-6-methylheptan-2-yl]-2,3,4,5,5a,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalen-7-yl]ethanol
• CAS No.: 14124-56-2
• Molecular Formula: C27H50 O2
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID80931040
• Wikidata: Q82906551
• Mol file: 14124-56-2.mol

Synonyms:2,3-SCD;2,3-secocholestane-2,3-diol

Chemical Property of 2-[(3R,3aR,5aS,6S,7S,9aR,9bS)-6-(2-hydroxyethyl)-3a,6-dimethyl-3-[(2R)-6-methylheptan-2-yl]-2,3,4,5,5a,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalen-7-yl]ethanol

Chemical Property:

• Vapor Pressure: 3.98E-12mmHg at 25°C
• Boiling Point: 500.8°C at 760 mmHg
• Flash Point: 203.4°C
• PSA: 40.46000
• Density: 0.943g/cm³
• LogP: 6.68860
• XLogP3: 8.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 406.381080833
• Heavy Atom Count: 29
• Complexity: 517

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC(C3(C)CCO)CCO)C
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]([C@]3(C)CCO)CCO)C

Technology Process of 2-[(3R,3aR,5aS,6S,7S,9aR,9bS)-6-(2-hydroxyethyl)-3a,6-dimethyl-3-[(2R)-6-methylheptan-2-yl]-2,3,4,5,5a,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalen-7-yl]ethanol

There total 9 articles about 2-[(3R,3aR,5aS,6S,7S,9aR,9bS)-6-(2-hydroxyethyl)-3a,6-dimethyl-3-[(2R)-6-methylheptan-2-yl]-2,3,4,5,5a,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalen-7-yl]ethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 2,3-seco-5α-cholestane-2,3-diol (14124-56-2)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1021/ja01579a056

Reference yield:

4a-homo-3-oxa-5α-cholestane-2,4-dione (2696-52-8) → 2,3-seco-5α-cholestane-2,3-diol (14124-56-2)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; for 1h; Ambient temperature;

Reference yield:

2α-Hydroxy-5α-cholestan-3-one (1452-35-3) → 2,3-seco-5α-cholestane-2,3-diol (14124-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 237 mg / HgO, I2 / benzene / 5 h / Irradiation; other cyclic α-ketols; labelling with Hg(18)O

2: 25 mg / NaBH₄ / tetrahydrofuran / 1 h / Ambient temperature

With sodium tetrahydroborate; iodine; mercury(II) oxide; In tetrahydrofuran; benzene;

upstream raw materials:

cholest-2-ene

4a-homo-3-oxa-5α-cholestane-2,4-dione

Dimethyl 2,3-seco-5α-cholestane-2,3-dioate

2α-Hydroxy-5α-cholestan-3-one

Downstream raw materials:

3-o-nitrophenylseleno-2,3-seco-5α-cholestan-2-ol

2,3-di-o-nitrophenylseleno-2,3-seco-5α-cholestane

2,3-Bis-(p-toluolsulfonyloxy)-2,3-secocholestan