[(R)-2-Benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethoxy]-tert-butyl-diphenyl-silane

Base Information

• Chemical Name: [(R)-2-Benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethoxy]-tert-butyl-diphenyl-silane
• CAS No.: 180416-96-0
• Molecular Formula: C₃₉H₄₆O₆Si
• Molecular Weight: 638.876
• Mol file: 180416-96-0.mol

Synonyms:[(R)-2-Benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethoxy]-tert-butyl-diphenyl-silane

Chemical Property of [(R)-2-Benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethoxy]-tert-butyl-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(R)-2-Benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethoxy]-tert-butyl-diphenyl-silane

There total 3 articles about [(R)-2-Benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethoxy]-tert-butyl-diphenyl-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:

tert-butylchlorodiphenylsilane (58479-61-1) → [(R)-2-Benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethoxy]-tert-butyl-diphenyl-silane (180416-96-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / imidazole / dimethylformamide / 2 h / -20 °C

2: 1.) NaH, 2.) n-Bu₄NI / 1.) DMF, 1 h, 2.) room temperature, 24 h

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(98)00837-0

Reference yield:

1,2-O-isopropylidene-α-D-glucofuranose (18549-40-1) → [(R)-2-Benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethoxy]-tert-butyl-diphenyl-silane (180416-96-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / imidazole / dimethylformamide / 2 h / -20 °C

2: 1.) NaH, 2.) n-Bu₄NI / 1.) DMF, 1 h, 2.) room temperature, 24 h

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(98)00837-0

Reference yield:

benzyl bromide (100-39-0) + (3aR,5R,6S,6aR)-5-((R)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)-2,2-dimethyltetrahydrofuro(3,2-d)(1,3)dioxol-6-ol (110920-92-8) → [(R)-2-Benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethoxy]-tert-butyl-diphenyl-silane (180416-96-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; Yield given. Multistep reaction; 1.) DMF, 1 h, 2.) room temperature, 24 h;

DOI:10.1016/S0040-4020(98)00837-0

upstream raw materials:

benzyl bromide

(3aR,5R,6S,6aR)-5-((R)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)-2,2-dimethyltetrahydrofuro(3,2-d)(1,3)dioxol-6-ol

tert-butylchlorodiphenylsilane

1,2-O-isopropylidene-α-D-glucofuranose

Downstream raw materials:

(2S,3S,4R)-3-Benzyloxy-4-[(R)-1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-oxetane-2-carboxylic acid methyl ester

(3R,4R,5R)-4-Benzyloxy-5-[(R)-1-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-hydroxy-dihydro-furan-2-one

(3R,4R,5R)-4-Benzyloxy-5-((R)-1-benzyloxy-2-hydroxy-ethyl)-3-hydroxy-dihydro-furan-2-one