1-[(Z)-(S)-7-[(1R,2R,3S,5S)-3-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-((Z)-oct-2-enyl)-cyclopentyl]-4-(tert-butyl-dimethyl-silanyloxy)-hept-5-enyloxymethyl]-4-methoxy-benzene

Base Information

• Chemical Name: 1-[(Z)-(S)-7-[(1R,2R,3S,5S)-3-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-((Z)-oct-2-enyl)-cyclopentyl]-4-(tert-butyl-dimethyl-silanyloxy)-hept-5-enyloxymethyl]-4-methoxy-benzene
• CAS No.: 185114-50-5
• Molecular Formula: C₄₈H₈₀O₆Si₂
• Molecular Weight: 809.331
• Mol file: 185114-50-5.mol

Synonyms:1-[(Z)-(S)-7-[(1R,2R,3S,5S)-3-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-((Z)-oct-2-enyl)-cyclopentyl]-4-(tert-butyl-dimethyl-silanyloxy)-hept-5-enyloxymethyl]-4-methoxy-benzene

Chemical Property of 1-[(Z)-(S)-7-[(1R,2R,3S,5S)-3-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-((Z)-oct-2-enyl)-cyclopentyl]-4-(tert-butyl-dimethyl-silanyloxy)-hept-5-enyloxymethyl]-4-methoxy-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(Z)-(S)-7-[(1R,2R,3S,5S)-3-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-((Z)-oct-2-enyl)-cyclopentyl]-4-(tert-butyl-dimethyl-silanyloxy)-hept-5-enyloxymethyl]-4-methoxy-benzene

There total 18 articles about 1-[(Z)-(S)-7-[(1R,2R,3S,5S)-3-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-((Z)-oct-2-enyl)-cyclopentyl]-4-(tert-butyl-dimethyl-silanyloxy)-hept-5-enyloxymethyl]-4-methoxy-benzene 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: 91.0%

1-[(S)-7-[(1R,2R,3S,5S)-3-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-((Z)-oct-2-enyl)-cyclopentyl]-4-(tert-butyl-dimethyl-silanyloxy)-hept-5-ynyloxymethyl]-4-methoxy-benzene → 1-[(Z)-(S)-7-[(1R,2R,3S,5S)-3-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-((Z)-oct-2-enyl)-cyclopentyl]-4-(tert-butyl-dimethyl-silanyloxy)-hept-5-enyloxymethyl]-4-methoxy-benzene (185114-50-5)

Guidance literature:

With hydrogen; Pd-BaSO₄;

DOI:10.1016/S0040-4039(97)10211-8

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-[(Z)-(S)-7-[(1R,2R,3S,5S)-3-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-((Z)-oct-2-enyl)-cyclopentyl]-4-(tert-butyl-dimethyl-silanyloxy)-hept-5-enyloxymethyl]-4-methoxy-benzene (185114-50-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) R-Alpine-borane, 2) imidazole

2: 95 percent / BuLi / hexamethylphosphoric acid triamide

3: 91 percent / hydrogen / Pd/BaSO₄

With 1H-imidazole; n-butyllithium; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; hydrogen; Pd-BaSO₄; In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0040-4039(97)10211-8

Reference yield:

4-((4-methoxybenzyl)oxy)butanal (119649-27-3) → 1-[(Z)-(S)-7-[(1R,2R,3S,5S)-3-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-((Z)-oct-2-enyl)-cyclopentyl]-4-(tert-butyl-dimethyl-silanyloxy)-hept-5-enyloxymethyl]-4-methoxy-benzene (185114-50-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 81 percent

2: 94 percent / CrO₃, H₂SO₄

3: 1) R-Alpine-borane, 2) imidazole

4: 95 percent / BuLi / hexamethylphosphoric acid triamide

5: 91 percent / hydrogen / Pd/BaSO₄

With 1H-imidazole; chromium(VI) oxide; n-butyllithium; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; sulfuric acid; hydrogen; Pd-BaSO₄; In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0040-4039(97)10211-8

upstream raw materials:

tert-butyldimethylsilyl chloride

4-((4-methoxybenzyl)oxy)butanal

(E)-(S)-4-Benzyloxymethoxy-hex-2-enedioic acid dimethyl ester

(1R,2R,3S)-3-Benzyloxymethoxy-5-oxo-2-vinyl-cyclopentanecarboxylic acid methyl ester

Downstream raw materials:

(Z)-(S)-7-[(1R,2R,3S,5S)-3-Benzyloxymethoxy-5-(tert-butyl-dimethyl-silanyloxy)-2-((Z)-oct-2-enyl)-cyclopentyl]-4-(tert-butyl-dimethyl-silanyloxy)-hept-5-enoic acid