(1R)-2,3,4,6-tetra-O-benzyl-5-O-(methylsulfonyl)-1-C-(1H-imidazol-2-yl)-D-glucitol

Base Information

Chemical Name:(1R)-2,3,4,6-tetra-O-benzyl-5-O-(methylsulfonyl)-1-C-(1H-imidazol-2-yl)-D-glucitol
CAS No.:173170-20-2
Molecular Formula:C₃₈H₄₂N₂O₈S
Molecular Weight:686.826
Hs Code.:

Synonyms:(1R)-2,3,4,6-tetra-O-benzyl-5-O-(methylsulfonyl)-1-C-(1H-imidazol-2-yl)-D-glucitol

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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 (1R)-2,3,4,6-tetra-O-benzyl-5-O-(methylsulfonyl)-1-C-(1H-imidazol-2-yl)-D-glucitol

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Technology Process of (1R)-2,3,4,6-tetra-O-benzyl-5-O-(methylsulfonyl)-1-C-(1H-imidazol-2-yl)-D-glucitol

There total 4 articles about (1R)-2,3,4,6-tetra-O-benzyl-5-O-(methylsulfonyl)-1-C-(1H-imidazol-2-yl)-D-glucitol 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: 47.0%

: 124-63-0
methanesulfonyl chloride

: 688764-97-8
(1R)-2,3,4,6-tetra-O-benzyl-1-C-(1H-imidazol-2-yl)-D-glucitol

: 173170-20-2
(1R)-2,3,4,6-tetra-O-benzyl-5-O-(methylsulfonyl)-1-C-(1H-imidazol-2-yl)-D-glucitol

Guidance literature:: With pyridine; In dichloromethane; at 25 ℃; for 17h;
DOI:10.1002/hlca.19950780707

Reference yield:

: 124-63-0
methanesulfonyl chloride

: 2,3,4,6-tetra-O-benzyl-1-C-(1H-imidazol-2-yl)-D-glucitol

: 173170-20-2
(1R)-2,3,4,6-tetra-O-benzyl-5-O-(methylsulfonyl)-1-C-(1H-imidazol-2-yl)-D-glucitol

: (1S)-2,3,4,6-tetra-O-benzyl-5-O-(methylsulfonyl)-1-C-(1H-imidazol-2-yl)-D-glucitol

Guidance literature:: With pyridine; In dichloromethane; at 25 ℃; for 17h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1002/hlca.19950780707

Reference yield:

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

: 173170-20-2
(1R)-2,3,4,6-tetra-O-benzyl-5-O-(methylsulfonyl)-1-C-(1H-imidazol-2-yl)-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) BuLi / 1.) THF/hexane, -78 deg C, 1 h, 2.) THF/hexane, -78 deg C, 5 h

2: AcOH, NaBH₄ / dioxane; H₂O / 0 deg C, 40 min, 25 deg C, 1 h

3: 47 percent / pyridine / CH₂Cl₂ / 17 h / 25 °C

With pyridine; sodium tetrahydroborate; n-butyllithium; acetic acid; In 1,4-dioxane; dichloromethane; water;
DOI:10.1002/hlca.19950780707