1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-diazo-ethanone

Base Information

Chemical Name:1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-diazo-ethanone
CAS No.:130799-01-8
Molecular Formula:C₂₂H₂₄N₂O₅
Molecular Weight:396.443
Hs Code.:

Synonyms:1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-diazo-ethanone

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Chemical Property of 1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-diazo-ethanone

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Technology Process of 1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-diazo-ethanone

There total 8 articles about 1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-diazo-ethanone 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: 78.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

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

: 130799-01-8
1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-diazo-ethanone

Guidance literature:: In diethyl ether; at 0 ℃; for 0.5h;

Reference yield: 78.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

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

: 130799-01-8
1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-diazo-ethanone

Guidance literature:: In diethyl ether; 1.) 0 deg C, 20 min; 2.) RT, 30 min;
DOI:10.1016/S0040-4020(01)88025-X

Reference yield:

: 130798-99-1
methyl 2,3-di-O-benzyl-6-O-t-butyldiphenylsilyl-4-deoxy-α-D-glucopyranoside

: 130799-01-8
1-((2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-diazo-ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / nBu₄NF / tetrahydrofuran / 18.5 h / Ambient temperature

2: 88 percent / PDC / dimethylformamide / 20 h / Ambient temperature

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

4: 78 percent / diethyl ether / 1.) 0 deg C, 20 min; 2.) RT, 30 min

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