(3S,6aR,6bS,8aR,9R,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picene-3,9-diol

Base Information Edit

Chemical Name:(3S,6aR,6bS,8aR,9R,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picene-3,9-diol
CAS No.:6822-47-5
Molecular Formula:C30H50 O2
Molecular Weight:442.726
Hs Code.:
DSSTox Substance ID:DTXSID30987734
Wikidata:Q105373227
Mol file:6822-47-5.mol

Synonyms:olean-12-ene-3,22-diol;sophoradiol

Suppliers and Price of (3S,6aR,6bS,8aR,9R,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picene-3,9-diol

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 11 raw suppliers

Chemical Property of (3S,6aR,6bS,8aR,9R,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picene-3,9-diol Edit

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Boiling Point:520.684°C at 760 mmHg
Flash Point:210.042°C
PSA：40.46000
Density:1.057g/cm³
LogP:7.13970
XLogP3:7.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:0
Exact Mass:442.381080833
Heavy Atom Count:32
Complexity:825

Purity/Quality:: 99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1)O)C)C)C)(C)C)O)C)C
Isomeric SMILES:C[C@@]12CC[C@@]3(C(=CCC4[C@]3(CCC5[C@@]4(CC[C@@H](C5(C)C)O)C)C)C1CC(C[C@H]2O)(C)C)C
Uses Sophoradiol has shown strong anti-mycobacterial activity against drug resistant isolates of M. tuberculosis.

Technology Process of (3S,6aR,6bS,8aR,9R,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picene-3,9-diol

There total 19 articles about (3S,6aR,6bS,8aR,9R,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picene-3,9-diol 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: 93.0%

: 862248-29-1
3β,22β-dibenzyloxyolean-12-ene

: 6822-47-5
sophoradiol

Guidance literature:: With hydrogen; palladium dihydroxide; In methanol; dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.bmc.2005.04.074

Reference yield:

: 124862-79-9,595-15-3
soyasapogenol B

: 6822-47-5
sophoradiol

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / DL-camphorsulfonic acid / 45 °C

2: 56 percent / sodium hydride / dimethylformamide / 2 h

3: 6 percent / diisobutylaluminiumhydride / toluene / 2 h / 0 °C

4: 82 percent / oxalyl chloride; triethylamine; DMSO / CH₂Cl₂ / -78 °C

5: 71 percent / NH₂NH₂*H₂O / bis-(2-hydroxy-ethyl) ether; ethanol / 1 h / Heating

6: 93 percent / H₂ / Pd(OH)2/C / CH₂Cl₂; methanol / 1 h / 20 °C

With oxalyl dichloride; camphor-10-sulfonic acid; hydrogen; sodium hydride; diisobutylaluminium hydride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; diethylene glycol; 4: Swern oxidation / 5: Huang-Minlon reduction;
DOI:10.1016/j.bmc.2005.04.074

Reference yield:

: 83689-13-8
(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4,6a,6b,8a,11,11,14b-Heptamethyl-4-trityloxymethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-picene-3,9-diol

: 6822-47-5
sophoradiol

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / NaH / dimethylformamide / 5 h / 40 °C

2: 72 percent / HCl / methanol; acetone / 0.5 h / Heating

3: 82 percent / oxalyl chloride; triethylamine; DMSO / CH₂Cl₂ / -78 °C

4: 71 percent / NH₂NH₂*H₂O / bis-(2-hydroxy-ethyl) ether; ethanol / 1 h / Heating

5: 93 percent / H₂ / Pd(OH)2/C / CH₂Cl₂; methanol / 1 h / 20 °C

With hydrogenchloride; oxalyl dichloride; hydrogen; sodium hydride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; diethylene glycol; 3: Swern oxidation / 4: Huang-Minlon reduction;
DOI:10.1016/j.bmc.2005.04.074