(4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-hept-1-ene

Base Information

• Chemical Name: (4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-hept-1-ene
• CAS No.: 906560-58-5
• Molecular Formula: C₃₀H₃₈O₂Si
• Molecular Weight: 458.716
• Mol file: 906560-58-5.mol

Synonyms:(4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-hept-1-ene

Chemical Property of (4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-hept-1-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-hept-1-ene

There total 2 articles about (4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-hept-1-ene 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: 83.0%

(4S,6S)-6-(tert-butyldiphenylsilyloxy)-hept-1-en-4-ol (906560-57-4) + O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) → (4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-hept-1-ene (906560-58-5)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/jo060314q

Reference yield:

(3S)-3-{[tert-butyl(diphenyl)silyl]oxy}butanal (364597-23-9) → (4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-hept-1-ene (906560-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (+)-DIP-Cl / diethyl ether / -78 - 0 °C

1.2: 70 percent / diethyl ether / 1 h / -100 °C

2.1: 83 percent / CF₃SO₃H / CH₂Cl₂ / 3 h / 20 °C

With trifluorormethanesulfonic acid; B-chlorodiisopinocampheylborane; In diethyl ether; dichloromethane;

DOI:10.1021/jo060314q

Reference yield: 77.0%

(4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-hept-1-ene (906560-58-5) → (4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-heptan-1-ol (906560-59-6)

Guidance literature:

(4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-hept-1-ene; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 20 ℃; for 18h;

With sodium hydroxide; water; In tetrahydrofuran; methanol; at 50 ℃; for 1h;

DOI:10.1021/jo060314q

upstream raw materials:

(4S,6S)-6-(tert-butyldiphenylsilyloxy)-hept-1-en-4-ol

O-benzyl 2,2,2-trichloroacetimidate

(3S)-3-{[tert-butyl(diphenyl)silyl]oxy}butanal

Downstream raw materials:

(4S,6S)-4-benzyloxy-6-(tert-butyldiphenylsilyloxy)-heptan-1-ol

(3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-methyl-oxepan-2-one

(2R,3S,6S,8S)-3-(tert-butyldimethylsilyloxy)-8-(tert-butyldiphenylsilyloxy)-6-hydroxy-2-methylnonanoic acid

(2R,3S,6S,8S)-6-benzyloxy-3-(tert-butyldimethylsilyloxy)-8-(tert-butyldiphenylsilyloxy)-2-methylnonanoic acid