(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-(6-carboxypyridin-2-yl)-D-glucitol

Base Information

Chemical Name:(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-(6-carboxypyridin-2-yl)-D-glucitol
CAS No.:1377891-57-0
Molecular Formula:C₄₀H₃₉NO₇
Molecular Weight:645.752
Hs Code.:

Synonyms:(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-(6-carboxypyridin-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 (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-(6-carboxypyridin-2-yl)-D-glucitol

Chemical Property:

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Technology Process of (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-(6-carboxypyridin-2-yl)-D-glucitol

There total 2 articles about (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-(6-carboxypyridin-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:

: 201230-82-2
carbon monoxide

: 1377891-56-9
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-(6-bromopyridin-2-yl)-D-glucitol

: 1377891-57-0
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-(6-carboxypyridin-2-yl)-D-glucitol

Guidance literature:: carbon monoxide; (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-(6-bromopyridin-2-yl)-D-glucitol; With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine; In methanol; dimethyl sulfoxide; at 70 ℃; for 24h;

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

With hydrogenchloride; In chloroform; water;
DOI:10.1016/j.bmc.2012.03.051

Reference yield:

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

: 1377891-57-0
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-(6-carboxypyridin-2-yl)-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.42 h / -78 °C

1.2: 3.5 h / -78 °C

2.1: triethylsilane; trifluoroacetic acid / dichloromethane / 0 - 20 °C

3.1: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine / methanol; dimethyl sulfoxide / 24 h / 70 °C

3.2: 2 h / 20 °C

With triethylsilane; n-butyllithium; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2012.03.051

Reference yield: 84.0%

: 1377891-57-0
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-(6-carboxypyridin-2-yl)-D-glucitol

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 1377891-58-1
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-{6-[methoxy(methyl)carbamoyl]pyridin-2-yl}-D-glucitol

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmc.2012.03.051