(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(4-chloro-3-((triisopropylsilyloxy)methyl)phenyl)tetrahydro-2H-pyran-2-ol

Base Information

Chemical Name:(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(4-chloro-3-((triisopropylsilyloxy)methyl)phenyl)tetrahydro-2H-pyran-2-ol
CAS No.:1260241-94-8
Molecular Formula:C₅₀H₆₁ClO₇Si
Molecular Weight:837.569
Hs Code.:

Synonyms:(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(4-chloro-3-((triisopropylsilyloxy)methyl)phenyl)tetrahydro-2H-pyran-2-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(4-chloro-3-((triisopropylsilyloxy)methyl)phenyl)tetrahydro-2H-pyran-2-ol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(4-chloro-3-((triisopropylsilyloxy)methyl)phenyl)tetrahydro-2H-pyran-2-ol

There total 3 articles about (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(4-chloro-3-((triisopropylsilyloxy)methyl)phenyl)tetrahydro-2H-pyran-2-ol 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:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 1225430-36-3
(5-bromo-2-chlorobenzyloxy)triisopropylsilane

: 1260241-94-8
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(4-chloro-3-((triisopropylsilyloxy)methyl)phenyl)tetrahydro-2H-pyran-2-ol

Guidance literature:: (5-bromo-2-chlorobenzyloxy)triisopropylsilane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; hexane; at -78 ℃;
DOI:10.1016/j.bmc.2010.01.073

Reference yield:

: 149965-40-2
5-bromo-2-chlorobenzyl alcohol

: 1260241-94-8
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(4-chloro-3-((triisopropylsilyloxy)methyl)phenyl)tetrahydro-2H-pyran-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; 1H-imidazole / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexanes / 1.5 h / -78 °C / Inert atmosphere

2.2: 3 h / -78 °C / Inert atmosphere

With 1H-imidazole; dmap; n-butyllithium; In tetrahydrofuran; hexanes; N,N-dimethyl-formamide;

Reference yield:

: 21739-92-4
5-bromo-2-chlorobenzoic acid

: 1260241-94-8
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(4-chloro-3-((triisopropylsilyloxy)methyl)phenyl)tetrahydro-2H-pyran-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: borane dimethyl sulfide complex / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: dmap; 1H-imidazole / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexanes / 1.5 h / -78 °C / Inert atmosphere

3.2: 3 h / -78 °C / Inert atmosphere

With 1H-imidazole; dmap; n-butyllithium; borane dimethyl sulfide complex; In tetrahydrofuran; hexanes; N,N-dimethyl-formamide;