Benzoic acid (1S,4R,5R,6S)-9-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,6-dimethyl-1-((R)-1-methyl-allyl)-nonyl ester

Base Information

Chemical Name:Benzoic acid (1S,4R,5R,6S)-9-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,6-dimethyl-1-((R)-1-methyl-allyl)-nonyl ester
CAS No.:175613-25-9
Molecular Formula:C₃₆H₅₆O₅Si
Molecular Weight:596.923
Hs Code.:

Synonyms:Benzoic acid (1S,4R,5R,6S)-9-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,6-dimethyl-1-((R)-1-methyl-allyl)-nonyl ester

Suppliers and Price of Benzoic acid (1S,4R,5R,6S)-9-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,6-dimethyl-1-((R)-1-methyl-allyl)-nonyl ester

Supply Marketing:

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 0 raw suppliers

Chemical Property of Benzoic acid (1S,4R,5R,6S)-9-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,6-dimethyl-1-((R)-1-methyl-allyl)-nonyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Benzoic acid (1S,4R,5R,6S)-9-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,6-dimethyl-1-((R)-1-methyl-allyl)-nonyl ester

There total 6 articles about Benzoic acid (1S,4R,5R,6S)-9-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,6-dimethyl-1-((R)-1-methyl-allyl)-nonyl ester 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: 85.0%

: 98-88-4
benzoyl chloride

: 175613-24-8
(4S,5R,6R,9S,10R)-1-(tert-butyldimethylsiloxy)-9-hydroxy-5-<(4-methoxybenzyl)oxy>-4,6,10-trimethyl-11-dodecene

: 175613-25-9
Benzoic acid (1S,4R,5R,6S)-9-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,6-dimethyl-1-((R)-1-methyl-allyl)-nonyl ester

Guidance literature:: With dmap; In pyridine; for 4.5h;
DOI:10.1021/jo952083l

Reference yield:

: 175613-22-6
(4S,5R,6R)-1-(tert-butyldimethylsiloxy)-5-<(4-methoxybenzyl)oxy>-4,6-dimethyl-9-decene

: 175613-25-9
Benzoic acid (1S,4R,5R,6S)-9-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,6-dimethyl-1-((R)-1-methyl-allyl)-nonyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) O₃, 2.) tributylphosphine / 1) CH₂Cl₂, -78 deg C, 5 min; 2) CH₂Cl₂, rt, 2.5 h

2: 1.) potassium tert-butoxide, n-BuLi, (+)-methoxydiisopinocamphenylborane, 2.) BF₃*OEt₂, 3.) aq. H₂O₂

3: 85 percent / DMAP / pyridine / 4.5 h

With dmap; n-butyllithium; tributylphosphine; boron trifluoride diethyl etherate; potassium tert-butylate; dihydrogen peroxide; ozone; (+)-B-methoxydiisocamphenylborane; In pyridine;
DOI:10.1021/jo952083l

Reference yield:

: 175613-20-4
(4S,5R,6R)-1-(tert-butyldimethylsiloxy)-4-(hydroxymethyl)-5-<(4-methoxybenzyl)oxy>-6-methyl-9-decene

: 175613-25-9
Benzoic acid (1S,4R,5R,6S)-9-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,6-dimethyl-1-((R)-1-methyl-allyl)-nonyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / Et₃N / toluene; CH₂Cl₂ / 0.5 h / 0 °C

2: 88 percent / LiAlH₄ / toluene; tetrahydrofuran / 1) rt, 10 min; 2) 60 deg C, 13 min

3: 1.) O₃, 2.) tributylphosphine / 1) CH₂Cl₂, -78 deg C, 5 min; 2) CH₂Cl₂, rt, 2.5 h

4: 1.) potassium tert-butoxide, n-BuLi, (+)-methoxydiisopinocamphenylborane, 2.) BF₃*OEt₂, 3.) aq. H₂O₂

5: 85 percent / DMAP / pyridine / 4.5 h

With dmap; lithium aluminium tetrahydride; n-butyllithium; tributylphosphine; boron trifluoride diethyl etherate; potassium tert-butylate; dihydrogen peroxide; ozone; triethylamine; (+)-B-methoxydiisocamphenylborane; In tetrahydrofuran; pyridine; dichloromethane; toluene;
DOI:10.1021/jo952083l