7-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-hept-2-ynoic acid isopropyl ester

Base Information

• Chemical Name: 7-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-hept-2-ynoic acid isopropyl ester
• CAS No.: 364631-46-9
• Molecular Formula: C₃₃H₄₀O₄Si
• Molecular Weight: 528.764
• Mol file: 364631-46-9.mol

Synonyms:7-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-hept-2-ynoic acid isopropyl ester

Chemical Property of 7-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-hept-2-ynoic acid isopropyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-hept-2-ynoic acid isopropyl ester

There total 5 articles about 7-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-hept-2-ynoic acid isopropyl 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: 90.0%

isopropyl chloroformate (108-23-6) + [1-(3-benzyloxy-propyl)-prop-2-ynyloxy]-tert-butyl-diphenyl-silane (364631-59-4) → 7-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-hept-2-ynoic acid isopropyl ester (364631-46-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/ol016336a

Reference yield:

4-benzyloxybutanal (5470-84-8) → 7-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-hept-2-ynoic acid isopropyl ester (364631-46-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / tetrahydrofuran / 0 °C

2: 85 percent / Jones reagent / 0 °C

3: (R)-Alpine borane / tetrahydrofuran / -10 - 20 °C

4: 80 percent / imidazole / CH₂Cl₂ / 20 °C

5: 90 percent / n-BuLi / tetrahydrofuran / -78 °C

With 1H-imidazole; n-butyllithium; jones reagent; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane; 2: Jones oxidation;

DOI:10.1021/ol016336a

Reference yield:

6-(benzyloxy)-hex-1-yn-3-ol (334976-31-7) → 7-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-hept-2-ynoic acid isopropyl ester (364631-46-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / Jones reagent / 0 °C

2: (R)-Alpine borane / tetrahydrofuran / -10 - 20 °C

3: 80 percent / imidazole / CH₂Cl₂ / 20 °C

4: 90 percent / n-BuLi / tetrahydrofuran / -78 °C

With 1H-imidazole; n-butyllithium; jones reagent; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane; 1: Jones oxidation;

DOI:10.1021/ol016336a

upstream raw materials:

isopropyl chloroformate

[1-(3-benzyloxy-propyl)-prop-2-ynyloxy]-tert-butyl-diphenyl-silane

4-benzyloxybutanal

(3R)-6-(benzyloxy)hex-1-yn-3-ol

Downstream raw materials:

(2E,4R)-(-)-isopropyl-7-benzyloxy-4-tert-butyldiphenylsilyloxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-oate ester

(4Z,2S,8S,9S,10R)-(+)-8-azido-13-benzyloxy-10-methoxy-9-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-2-methyl-9-hydroxytridec-4-en-1-benzoate ester

(4Z,2S,8S,9S,10R)-(+)-8-azido-13-benzyloxy-10-methoxy-9-[(2R)-3-hydroxy-2-methylpropyl]-2-methyl-9-hydroxytridec-4-en-1-benzoate ester

(4S,5S,6R)-(+)-tert-butyl-9-benzyloxy-6-methoxy-5-hydroxy-5-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-4-azidononanoate ester