(4aR)-5,8,10-trihydroxy-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-phenanthren-9-one

Base Information

Chemical Name:(4aR)-5,8,10-trihydroxy-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-phenanthren-9-one
CAS No.:65714-80-9
Molecular Formula:C21H28O5
Molecular Weight:360.444
Hs Code.:
NSC Number:647732
DSSTox Substance ID:DTXSID80984258
Wikidata:Q82971423
Mol file:65714-80-9.mol

Synonyms:2,3,4,4a-tetrahydro-5,8,10-trihydroxy-6-methoxy-1,1,4a-trimethyl-7-(methylethyl)-9(1H)-phenanthrenone;coleon U 12 methyl ether

Suppliers and Price of (4aR)-5,8,10-trihydroxy-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-phenanthren-9-one

Supply Marketing:

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

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Chemical Property of (4aR)-5,8,10-trihydroxy-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-phenanthren-9-one

Chemical Property:

Vapor Pressure:5.93E-14mmHg at 25°C
Boiling Point:572.7°Cat760mmHg
Flash Point:200.5°C
Density:1.26g/cm³
XLogP3:5.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:360.19367399
Heavy Atom Count:26
Complexity:622

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)C1=C(C2=C(C(=C1OC)O)C3(CCCC(C3=C(C2=O)O)(C)C)C)O
Isomeric SMILES:CC(C)C1=C(C2=C(C(=C1OC)O)[C@]3(CCCC(C3=C(C2=O)O)(C)C)C)O

Technology Process of (4aR)-5,8,10-trihydroxy-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-phenanthren-9-one

There total 12 articles about (4aR)-5,8,10-trihydroxy-6-methoxy-1,1,4a-trimethyl-7-propan-2-yl-3,4-dihydro-2H-phenanthren-9-one 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: 13.0%

: 60371-72-4,130852-89-0,130852-90-3
6-oxo-11,12,14-trimethoxy-abieta-8,11,13-triene

: 909204-96-2,65714-80-9
7-oxo-12-methoxy-6,11,14-trihydroxy-abieta-5,8,11-13-tetraene

: 124183-24-0
7-oxo-11,12-dimethoxy-6,14-dihydroxy-abieta-5,8,11,13-tetraene

Guidance literature:: With methylthiol; boron trichloride; In dichloromethane; for 24h; Heating;

Reference yield:

: 72505-98-7
Acetic acid (R)-1,9-dihydroxy-2-isopropyl-3-methoxy-4b,8,8-trimethyl-10-oxo-4b,5,6,7,8,10-hexahydro-phenanthren-4-yl ester

: 65714-80-9
coleon U 12-methyl ether

Guidance literature:: With hydrogen bromide; In acetic acid;
DOI:10.1246/bcsj.52.2611

Reference yield:

: 62393-76-4
11-Benzyloxy-12-methoxyabieta-8,11,13-trien-7-on

: 65714-80-9
coleon U 12-methyl ether

Guidance literature:: Multi-step reaction with 7 steps

1: (i) NaBH₄, MeOH, (ii) TsOH, toluene

2: (i) MCPBA, CH₂Cl₂, (ii) aq. HCl, EtOH

3: LiAlH₄ / diethyl ether

4: MCPBA / CH₂Cl₂

5: (i) aq. CrO₃, H₂SO₄, acetone, (ii) aq. HCl, Zn, benzene, (iii) /BRN= 385737/, Py

6: (i) aq. CrO₃, H₂SO₄, acetone, (ii) SiO₂

7: aq. HBr / acetic acid

With lithium aluminium tetrahydride; hydrogen bromide; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; acetic acid;
DOI:10.1246/bcsj.52.2611