O-Methylnimbiol

Base Information

• Chemical Name: O-Methylnimbiol
• CAS No.: 123123-15-9
• Molecular Formula: C₁₉H₂₆O₂
• Molecular Weight: 286.414
• UNII: 50E260R1P8,G6773UOK16
• Mol file: 123123-15-9.mol

Synonyms:O-Methylnimbiol;(+/-)-O-Methylnimbiol;O-Methylnimbiol, (+/-)-;(+/-)-Nimbiol methyl ether;UNII-50E260R1P8;Nimbiol (+/-)-methyl ether [MI];3772-54-1;50E260R1P8;12-Methoxy-13-methylpodocarpa-8,11,13-trien-7-one;G6773UOK16;Podocarpa-8,11,13-trien-7-one, 12-methoxy-13-methyl-;(4Ars,10ars)-2,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a,7-tetramethyl-9(1H)-phenanthrenone, methyl ether;123123-15-9;9(1H)-Phenanthrenone, 2,3,4,4a,10,10a-hexahydro-6-methoxy-1,1,4a,7-tetramethyl-, (4aR,10aR)-rel-;UNII-G6773UOK16;NIMBIOL METHYL ETHER;NIMBIOL METHYL ETHER [MI];(4AS,10AS)-2,3,4,4A,10,10A-HEXAHYDRO-6-HYDROXY-1,1,4A,7-TETRAMETHYL-9(1H)-PHENANTHRENONE, METHYL ETHER;9(1H)-PHENANTHRENONE, 2,3,4,4A,10,10A-HEXAHYDRO-6-METHOXY-1,1,4A,7-TETRAMETHYL-, (4AS-TRANS)-

Chemical Property of O-Methylnimbiol

Chemical Property:

• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 286.193280068
• Heavy Atom Count: 21
• Complexity: 427

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1OC)C3(CCCC(C3CC2=O)(C)C)C
• Isomeric SMILES: CC1=CC2=C(C=C1OC)[C@]3(CCCC([C@@H]3CC2=O)(C)C)C

Technology Process of O-Methylnimbiol

There total 34 articles about O-Methylnimbiol 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: 57.0%

(+/-)-deoxynimbiol methyl ether (104913-70-4,109560-78-3,123123-19-3,123123-20-6) → (+/-)-nimbiol methyl ether (3772-54-1,109688-87-1,123123-15-9)

Guidance literature:

With chromium(VI) oxide; In acetic acid;

DOI:10.1016/S0040-4039(00)76731-1

Reference yield: 54.0%

2-methylmethoxybenzene (578-58-5) + (2,6,6-trimethylcyclohex-1-enyl)acetic acid (472-68-4) → (+/-)-nimbiol methyl ether (3772-54-1,109688-87-1,123123-15-9)

Guidance literature:

With methanesulfonic acid; phosphorus pentoxide; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1021/jo049616n

Reference yield:

6-Methoxy-1,1,4a,7-tetramethyl-2,3,4a,9-tetrahydro-1H-phenanthren-4-one (128736-81-2) → (+/-)-nimbiol methyl ether (3772-54-1,109688-87-1,123123-15-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrazine hydrate, KOH / ethane-1,2-diol

2: H₂ / 10percent Pd-C / acetic acid

3: 57 percent / CrO₃ / acetic acid

With chromium(VI) oxide; potassium hydroxide; hydrogen; hydrazine hydrate; palladium on activated charcoal; In ethylene glycol; acetic acid;

DOI:10.1016/S0040-4039(00)76731-1

upstream raw materials:

(+/-)-12-Methoxy-13-methyl-podocarpatrien-(8,11,13)

(+/-)-deoxynimbiol methyl ether

(+/-)-12-Methoxy-13-mercaptomethyl-5α-podocarpatrien-7-on

2-methylmethoxybenzene