Methyl 2,3-di-O-benzyl-4-deoxy-6-aldehydo-β-L-threo-hex-4-enodialdo-1,5-pyranoside

Base Information

Chemical Name:Methyl 2,3-di-O-benzyl-4-deoxy-6-aldehydo-β-L-threo-hex-4-enodialdo-1,5-pyranoside
CAS No.:116013-32-2
Molecular Formula:C₂₁H₂₂O₅
Molecular Weight:354.403
Hs Code.:

Synonyms:Methyl 2,3-di-O-benzyl-4-deoxy-6-aldehydo-β-L-threo-hex-4-enodialdo-1,5-pyranoside

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Chemical Property of Methyl 2,3-di-O-benzyl-4-deoxy-6-aldehydo-β-L-threo-hex-4-enodialdo-1,5-pyranoside

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Technology Process of Methyl 2,3-di-O-benzyl-4-deoxy-6-aldehydo-β-L-threo-hex-4-enodialdo-1,5-pyranoside

There total 10 articles about Methyl 2,3-di-O-benzyl-4-deoxy-6-aldehydo-β-L-threo-hex-4-enodialdo-1,5-pyranoside 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:

: 116013-34-4
(2R,3R,4R,5R,6S)-4,5-bis(benzyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-yl methanesulfonate

: 116013-32-2
Methyl 2,3-di-O-benzyl-4-deoxy-6-aldehydo-β-L-threo-hex-4-enodialdo-1,5-pyranoside

Guidance literature:: With phosgene; dmap; In dichloromethane; at -78 ℃;
DOI:10.1039/c4ra04845h

Reference yield:

: 75671-00-0
(2R,3R,4R,5R,6S)-4,5-bis(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl methanesulfonate

: 116013-32-2
Methyl 2,3-di-O-benzyl-4-deoxy-6-aldehydo-β-L-threo-hex-4-enodialdo-1,5-pyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h

2: phosgene; dmap / dichloromethane / -78 °C

With phosgene; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c4ra04845h

Reference yield:

: 111727-15-2
(2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-ol

: 116013-32-2
Methyl 2,3-di-O-benzyl-4-deoxy-6-aldehydo-β-L-threo-hex-4-enodialdo-1,5-pyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 1 h / 0 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h

3: phosgene; dmap / dichloromethane / -78 °C

With phosgene; dmap; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c4ra04845h