[(2S,4R,5S)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-acetic acid ethyl ester

Base Information

• Chemical Name: [(2S,4R,5S)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-acetic acid ethyl ester
• CAS No.: 155301-47-6
• Molecular Formula: C₃₂H₄₀O₅Si
• Molecular Weight: 532.752

Synonyms:[(2S,4R,5S)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-acetic acid ethyl ester

Chemical Property of [(2S,4R,5S)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-acetic acid ethyl ester

Chemical Property:

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Technology Process of [(2S,4R,5S)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-acetic acid ethyl ester

There total 3 articles about [(2S,4R,5S)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-acetic acid ethyl 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: 81.0%

(E)-3-[(1S,2S)-2-Benzyloxy-3-bromo-1-(tert-butyl-diphenyl-silanyloxymethyl)-propoxy]-acrylic acid ethyl ester (155301-46-5) → [(2S,4R,5S)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-acetic acid ethyl ester (155301-47-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1039/c39940000293

Reference yield:

(2S,3S)-3-Benzyloxy-4-bromo-1-(tert-butyl-diphenyl-silanyloxy)-butan-2-ol (155301-45-4) → [(2S,4R,5S)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-acetic acid ethyl ester (155301-47-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / N-methylmorpholine / CH₂Cl₂

2: 81 percent / Bu₃SnH, azobisisobutyronitrile / benzene / Heating

With 4-methyl-morpholine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; benzene;

DOI:10.1039/c39940000293

Reference yield:

propynoic acid ethyl ester (623-47-2) → [(2S,4R,5S)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-acetic acid ethyl ester (155301-47-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / N-methylmorpholine / CH₂Cl₂

2: 81 percent / Bu₃SnH, azobisisobutyronitrile / benzene / Heating

With 4-methyl-morpholine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; benzene;

DOI:10.1039/c39940000293

upstream raw materials:

(E)-3-[(1S,2S)-2-Benzyloxy-3-bromo-1-(tert-butyl-diphenyl-silanyloxymethyl)-propoxy]-acrylic acid ethyl ester

(2S,3S)-3-Benzyloxy-4-bromo-1-(tert-butyl-diphenyl-silanyloxy)-butan-2-ol

propynoic acid ethyl ester

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