[(E)-4-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-but-2-enyloxy]-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: [(E)-4-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-but-2-enyloxy]-tert-butyl-dimethyl-silane
• CAS No.: 868056-46-6
• Molecular Formula: C₂₇H₃₈O₃Si
• Molecular Weight: 438.682
• Mol file: 868056-46-6.mol

Synonyms:[(E)-4-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-but-2-enyloxy]-tert-butyl-dimethyl-silane

Chemical Property of [(E)-4-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-but-2-enyloxy]-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(E)-4-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-but-2-enyloxy]-tert-butyl-dimethyl-silane

There total 3 articles about [(E)-4-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-but-2-enyloxy]-tert-butyl-dimethyl-silane 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: 94.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (2E,5E)-1,7-di-O-benzyl-hepta-2,5-diene-1,4,7-triol (106319-54-4) → [(E)-4-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-but-2-enyloxy]-tert-butyl-dimethyl-silane (868056-46-6)

Guidance literature:

With 1H-imidazole;

DOI:10.1021/ja0533646

Reference yield:

1,7-di-O-benzyl-hepta-2,5-diyne-1,4,7-triol (868056-58-0) → [(E)-4-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-but-2-enyloxy]-tert-butyl-dimethyl-silane (868056-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / Red-Al / tetrahydrofuran / -40 - 20 °C

2: 94 percent / imidazole

With 1H-imidazole; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran;

DOI:10.1021/ja0533646

Reference yield:

Benzyl propargyl ether (4039-82-1) → [(E)-4-Benzyloxy-1-((E)-3-benzyloxy-propenyl)-but-2-enyloxy]-tert-butyl-dimethyl-silane (868056-46-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran / -78 °C

1.2: 96 percent / tetrahydrofuran

2.1: 63 percent / Red-Al / tetrahydrofuran / -40 - 20 °C

3.1: 94 percent / imidazole

With 1H-imidazole; n-butyllithium; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran;

DOI:10.1021/ja0533646

upstream raw materials:

tert-butyldimethylsilyl chloride

(2E,5E)-1,7-di-O-benzyl-hepta-2,5-diene-1,4,7-triol

1,7-di-O-benzyl-hepta-2,5-diyne-1,4,7-triol

Benzyl propargyl ether