(2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbonyl chloride

Base Information

Chemical Name:(2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbonyl chloride
CAS No.:1054628-06-6
Molecular Formula:C₂₁H₂₃ClO₅
Molecular Weight:390.864
Hs Code.:

Synonyms:(2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbonyl chloride

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Chemical Property of (2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbonyl chloride

Chemical Property:

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Technology Process of (2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbonyl chloride

There total 6 articles about (2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbonyl chloride 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:

: 130799-00-7
methyl 2,3-di-O-benzyl-4-deoxy-α-D-glucopyranosiduronic acid

: 1054628-06-6
(2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbonyl chloride

Guidance literature:: With pyridine; oxalyl dichloride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)95050-0

Reference yield:

: 108164-50-7
Methyl 2,3-di-O-benzyl-4-deoxy-α-D-xylo-hexopyranoside

: 1054628-06-6
(2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbonyl chloride

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / PDC / dimethylformamide / 20 h / Ambient temperature

2: (COCl)2 / DMF / CH₂Cl₂ / 2 h / Ambient temperature

With dipyridinium dichromate; oxalyl dichloride; DMF; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)88025-X

Reference yield:

: 116730-42-8
4,5-bis(benzyloxy)-2-(tert-butyldimethylsilanyloxy)-6-methoxytetrahydropyran-3-ol

: 1054628-06-6
(2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbonyl chloride

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / toluene / Heating

2: 83 percent / nBu₃SnH / toluene / 12 h / Heating

3: 95 percent / nBu₄NF / tetrahydrofuran / 18.5 h / Ambient temperature

4: 88 percent / PDC / dimethylformamide / 20 h / Ambient temperature

5: (COCl)2 / DMF / CH₂Cl₂ / 2 h / Ambient temperature

With dipyridinium dichromate; oxalyl dichloride; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; DMF; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)88025-X