[(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL

Base Information

• Chemical Name: [(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL
• CAS No.: 137945-53-0
• Molecular Formula: C31H52O3Si
• Molecular Weight: 500.838
• Mol file: 137945-53-0.mol

Synonyms:[(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL

Chemical Property of [(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL

Chemical Property:

• PSA: 38.69000
• LogP: 8.90190

Purity/Quality:

((6AR,10AR)-1-((TERT-BUTYLDIMETHYLSILYL)OXY)-6,6-DIMETHYL-3-(2-METHYLOCTAN-2-YL)-6ALPHA,7,10,10ALPHA-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL)METHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL

There total 3 articles about [(6AR,10AR)-1-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-3-(1,1-DIMETHYL-HEPTYL)-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMEN-9-YL]-METHANOL 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: 67.0%

2,2-Dimethyl-propionic acid (6aR,10aR)-1-(tert-butyl-dimethyl-silanyloxy)-3-(1,1-dimethyl-heptyl)-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-ylmethyl ester (137945-54-1) → [(6aR,10aR)-1-(tert-Butyl-dimethyl-silanyloxy)-3-(1,1-dimethyl-heptyl)-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-yl]-methanol (137945-53-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 1.5h; Heating;

DOI:10.1021/jm00095a007

Reference yield:

2,2-Dimethyl-propionic acid (6aR,10aR)-3-(1,1-dimethyl-heptyl)-1-hydroxy-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-ylmethyl ester (113418-02-3) → [(6aR,10aR)-1-(tert-Butyl-dimethyl-silanyloxy)-3-(1,1-dimethyl-heptyl)-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-yl]-methanol (137945-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.6 g / imidazole / dimethylformamide / 48 h / 38 °C

2: 67 percent / LiAlH₄ / diethyl ether / 1.5 h / Heating

With 1H-imidazole; lithium aluminium tetrahydride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm00095a007

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → [(6aR,10aR)-1-(tert-Butyl-dimethyl-silanyloxy)-3-(1,1-dimethyl-heptyl)-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-yl]-methanol (137945-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.6 g / imidazole / dimethylformamide / 48 h / 38 °C

2: 67 percent / LiAlH₄ / diethyl ether / 1.5 h / Heating

With 1H-imidazole; lithium aluminium tetrahydride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm00095a007

upstream raw materials:

2,2-Dimethyl-propionic acid (6aR,10aR)-1-(tert-butyl-dimethyl-silanyloxy)-3-(1,1-dimethyl-heptyl)-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-ylmethyl ester

2,2-Dimethyl-propionic acid (6aR,10aR)-3-(1,1-dimethyl-heptyl)-1-hydroxy-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-ylmethyl ester

tert-butyldimethylsilyl chloride

Downstream raw materials:

(6aR,10aR)-1-((tert-butyldimethylsilyl)oxy)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-9-carboxylic acid

ajulemic acid

(6aR,10aR)-1-(tert-Butyl-dimethyl-silanyloxy)-3-(1,1-dimethyl-heptyl)-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-9-carbaldehyde