1,2-O-isopropylidene-5-O-benzyl-3-O-phenoxycarbonyl-α-D-glucofuranosiduronamide

Base Information

Chemical Name:1,2-O-isopropylidene-5-O-benzyl-3-O-phenoxycarbonyl-α-D-glucofuranosiduronamide
CAS No.:222425-25-4
Molecular Formula:C₂₃H₂₅NO₈
Molecular Weight:443.453
Hs Code.:

Synonyms:1,2-O-isopropylidene-5-O-benzyl-3-O-phenoxycarbonyl-α-D-glucofuranosiduronamide

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Chemical Property of 1,2-O-isopropylidene-5-O-benzyl-3-O-phenoxycarbonyl-α-D-glucofuranosiduronamide

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Technology Process of 1,2-O-isopropylidene-5-O-benzyl-3-O-phenoxycarbonyl-α-D-glucofuranosiduronamide

There total 4 articles about 1,2-O-isopropylidene-5-O-benzyl-3-O-phenoxycarbonyl-α-D-glucofuranosiduronamide 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: 88.0%

: 5111-14-8
1,2-O-isopropylidene-5-O-benzyl-3-hydroxy-α-D-glucofuranosiduronamide

: 1885-14-9
phenyl chloroformate

: 222425-25-4
1,2-O-isopropylidene-5-O-benzyl-3-O-phenoxycarbonyl-α-D-glucofuranosiduronamide

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0040-4020(98)01181-8

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 222425-25-4
1,2-O-isopropylidene-5-O-benzyl-3-O-phenoxycarbonyl-α-D-glucofuranosiduronamide

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / TfOH / CH₂Cl₂; diethyl ether / 3 h / 20 °C

2: 95 percent / NH₃ / tetrahydrofuran / 20 °C

3: 88 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / 20 °C

With dmap; trifluorormethanesulfonic acid; ammonia; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(98)01181-8

Reference yield:

: 5111-13-7
(1S,3R,4R,5S,8S)-8-benzyloxy-7-keto-3,4-isopropylidenedioxy-2,6-dioxabicyclo[3.3.0]octane

: 222425-25-4
1,2-O-isopropylidene-5-O-benzyl-3-O-phenoxycarbonyl-α-D-glucofuranosiduronamide

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / NH₃ / tetrahydrofuran / 20 °C

2: 88 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / 20 °C

With dmap; ammonia; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(98)01181-8