((2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-4-iodo-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane

Base Information

• Chemical Name: ((2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-4-iodo-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane
• CAS No.: 466646-15-1
• Molecular Formula: C₃₇H₄₃IO₅Si
• Molecular Weight: 722.735

Synonyms:((2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-4-iodo-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane

Chemical Property of ((2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-4-iodo-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane

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Technology Process of ((2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-4-iodo-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane

There total 3 articles about ((2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-4-iodo-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-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: 65.0%

Methyl 2,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranoside (210832-77-2) → ((2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-4-iodo-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane (466646-15-1)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In toluene;

DOI:10.1021/jo020339z

Reference yield:

methyl 2,4-di-O-benzyl-α-D-mannopyranoside (58341-67-6,67381-34-4,86172-91-0,86342-19-0,67381-29-7) → ((2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-4-iodo-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane (466646-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / imidazole / dimethylformamide

2: 65 percent / I₂; P(C₆H₅)3; imidazole / toluene

With 1H-imidazole; iodine; triphenylphosphine; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo020339z

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → ((2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-4-iodo-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane (466646-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / imidazole / dimethylformamide

2: 65 percent / I₂; P(C₆H₅)3; imidazole / toluene

With 1H-imidazole; iodine; triphenylphosphine; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo020339z

upstream raw materials:

Methyl 2,4-di-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranoside

methyl 2,4-di-O-benzyl-α-D-mannopyranoside

tert-butylchlorodiphenylsilane

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