(Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-enal

Base Information

• Chemical Name: (Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-enal
• CAS No.: 625109-74-2
• Molecular Formula: C₄₁H₆₀O₅Si₂
• Molecular Weight: 689.095
• Mol file: 625109-74-2.mol

Synonyms:(Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-enal

Chemical Property of (Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-enal

There total 4 articles about (Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-enal 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: 88.0%

(Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-en-1-ol (625109-73-1) → (Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-enal (625109-74-2)

Guidance literature:

DOI:10.1021/jo034901c

Reference yield:

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → (Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-enal (625109-74-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / TfOH / 20 °C

2: 74 percent / DIBALH / 2 h / -78 °C

With trifluorormethanesulfonic acid; diisobutylaluminium hydride; 3: Swern oxidation;

DOI:10.1021/jo034901c

Reference yield:

phenyl (3S,4Z,6S,7S,8S)-7-(tert-butyldimethylsiloxy)-9-(tert-butyldilphenylsiloxy)-3-hydroxy-6,8-dimethyl-4-nonenoate (475051-49-1) → (Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-enal (625109-74-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / TfOH / 20 °C

2: 74 percent / DIBALH / 2 h / -78 °C

With trifluorormethanesulfonic acid; diisobutylaluminium hydride; 3: Swern oxidation;

DOI:10.1021/jo034901c

upstream raw materials:

(Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-en-1-ol

O-(4-methoxybenzyl)-trichloroacetimidate

phenyl (3S,4Z,6S,7S,8S)-7-(tert-butyldimethylsiloxy)-9-(tert-butyldilphenylsiloxy)-3-hydroxy-6,8-dimethyl-4-nonenoate

(Z)-(3S,6S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-6,8-dimethyl-non-4-enoic acid phenyl ester

Downstream raw materials:

(R)-2-Bromo-2-[(4S,6S)-6-[(Z)-(3S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propionic acid ethyl ester

(R)-2-Bromo-2-{(4S,6S)-6-[(Z)-(3S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propionic acid ethyl ester

(Z)-(2R,3S,5S,8S,9S,10S)-2-Bromo-9-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-3,5-dihydroxy-2,8,10-trimethyl-undec-6-enoic acid ethyl ester

(Z)-(2R,3S,5S,8S,9S,10S)-2-Bromo-9-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-5-(4-methoxy-benzyloxy)-2,8,10-trimethyl-undec-6-enoic acid ethyl ester