(1R,4R,5S,6R)-4-benzyloxy-6-(tert-butyldiphenylsilanoxy)-2,8-dioxa-bicyclo[3.3.0]octane

Base Information

• Chemical Name: (1R,4R,5S,6R)-4-benzyloxy-6-(tert-butyldiphenylsilanoxy)-2,8-dioxa-bicyclo[3.3.0]octane
• CAS No.: 908011-34-7
• Molecular Formula: C₂₉H₃₄O₄Si
• Molecular Weight: 474.672

Synonyms:(1R,4R,5S,6R)-4-benzyloxy-6-(tert-butyldiphenylsilanoxy)-2,8-dioxa-bicyclo[3.3.0]octane

Chemical Property of (1R,4R,5S,6R)-4-benzyloxy-6-(tert-butyldiphenylsilanoxy)-2,8-dioxa-bicyclo[3.3.0]octane

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Technology Process of (1R,4R,5S,6R)-4-benzyloxy-6-(tert-butyldiphenylsilanoxy)-2,8-dioxa-bicyclo[3.3.0]octane

There total 1 articles about (1R,4R,5S,6R)-4-benzyloxy-6-(tert-butyldiphenylsilanoxy)-2,8-dioxa-bicyclo[3.3.0]octane 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: 65.0%

(3R,3aS,4R,6aR)-4-(tert-Butyl-diphenyl-silanyloxy)-hexahydro-furo[2,3-b]furan-3-ol (908011-33-6) + benzyl bromide (100-39-0) → (1R,4R,5S,6R)-4-benzyloxy-6-(tert-butyldiphenylsilanoxy)-2,8-dioxa-bicyclo[3.3.0]octane (908011-34-7)

Guidance literature:

(3R,3aS,4R,6aR)-4-(tert-Butyl-diphenyl-silanyloxy)-hexahydro-furo[2,3-b]furan-3-ol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.166667h; Inert atmosphere;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; mineral oil; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ml2000356

Reference yield: 73.0%

(1R,4R,5S,6R)-4-benzyloxy-6-(tert-butyldiphenylsilanoxy)-2,8-dioxa-bicyclo[3.3.0]octane (908011-34-7) → (1S,4R,5R,6R)-4-benzyloxy-6-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane (908011-35-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1021/ml2000356

upstream raw materials:

(3R,3aS,4R,6aR)-4-(tert-Butyl-diphenyl-silanyloxy)-hexahydro-furo[2,3-b]furan-3-ol

benzyl bromide

Downstream raw materials:

(1S,4R,5R,6R)-4-benzyloxy-6-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane

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