(Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester

Base Information

• Chemical Name: (Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester
• CAS No.: 147555-70-2
• Molecular Formula: C₃₀H₄₂O₅Si
• Molecular Weight: 510.746
• Mol file: 147555-70-2.mol

Synonyms:(Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester

Chemical Property of (Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester

There total 9 articles about (Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl 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:

(4-carboxybutyl)triphenylphosphonium bromide (17814-85-6) → (Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester (147555-70-2)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 1 h

2: silica gel

3: diethyl ether

With silica gel; In tetrahydrofuran; diethyl ether; 1: |Wittig Olefination;

DOI:10.1134/S1070428015010017

Reference yield:

C34H48O6Si → (Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester (147555-70-2)

Guidance literature:

Multi-step reaction with 2 steps

1: silica gel

2: diethyl ether

With silica gel; In diethyl ether;

DOI:10.1134/S1070428015010017

Reference yield:

triphenylphosphonium 5-bromopentanoate → (Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester (147555-70-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hexamethyldisilazane / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: tetrahydrofuran / 1 h

3: silica gel

4: diethyl ether

With sodium hexamethyldisilazane; silica gel; In tetrahydrofuran; diethyl ether; 2: |Wittig Olefination;

DOI:10.1134/S1070428015010017

upstream raw materials:

(4-carboxybutyl)triphenylphosphonium bromide

diazomethane

tert-butylchlorodiphenylsilane

(1SR,5RS,6SR,7RS)-(+/-)-6-<(1,1-dimethylethyl)diphenylsilyloxymethyl>-7-hydroxy-2-oxabicyclo<3.3.0>octane-3-one

Downstream raw materials:

(Z)-7-[(1S,5R,6S,7R)-7-(tert-Butyl-diphenyl-silanyloxymethyl)-3-oxo-2,4-dioxa-bicyclo[3.2.1]oct-6-yl]-hept-5-enoic acid methyl ester