3-O-acetyl-2-azido-4-(benzyloxycarbonyl)amino-2,4,6-dideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate

Base Information

Chemical Name:3-O-acetyl-2-azido-4-(benzyloxycarbonyl)amino-2,4,6-dideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate
CAS No.:1218904-29-0
Molecular Formula:C₂₄H₂₄F₃N₅O₆
Molecular Weight:535.48
Hs Code.:

Synonyms:3-O-acetyl-2-azido-4-(benzyloxycarbonyl)amino-2,4,6-dideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate

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Chemical Property of 3-O-acetyl-2-azido-4-(benzyloxycarbonyl)amino-2,4,6-dideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate

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Technology Process of 3-O-acetyl-2-azido-4-(benzyloxycarbonyl)amino-2,4,6-dideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate

There total 10 articles about 3-O-acetyl-2-azido-4-(benzyloxycarbonyl)amino-2,4,6-dideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate 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:

: 3-O-acetyl-2-azido-4-benzyloxycarbonylamino-2,4,6-trideoxy-D-galactopyranose

: 61881-19-4
2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

: 1218904-29-0
3-O-acetyl-2-azido-4-(benzyloxycarbonyl)amino-2,4,6-dideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate

Guidance literature:: With caesium carbonate; In acetonitrile; at 23 ℃; Inert atmosphere;
DOI:10.1021/ja1087375

Reference yield:

: 1218904-40-5
C₁₄H₁₅NO₄

: 1218904-29-0
3-O-acetyl-2-azido-4-(benzyloxycarbonyl)amino-2,4,6-dideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / -78 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 23 °C / Inert atmosphere

3: ammonium cerium (IV) nitrate; sodium azide / acetonitrile / -20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine; para-thiocresol / acetonitrile / 23 °C / Inert atmosphere

5: caesium carbonate / acetonitrile / 23 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; sodium azide; ammonium cerium (IV) nitrate; cerium(III) chloride heptahydrate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; para-thiocresol; In methanol; dichloromethane; acetonitrile; 1: Luche reduction;
DOI:10.1021/ja1087375

Reference yield:

: 1218904-31-4
4-O-(benzyloxycarbonyl)amino-3-hydroxy-4,6-dideoxy-D-galactal

: 1218904-29-0
3-O-acetyl-2-azido-4-(benzyloxycarbonyl)amino-2,4,6-dideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: dmap; triethylamine / dichloromethane / 23 °C / Inert atmosphere

2: ammonium cerium (IV) nitrate; sodium azide / acetonitrile / -20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine; para-thiocresol / acetonitrile / 23 °C / Inert atmosphere

4: caesium carbonate / acetonitrile / 23 °C / Inert atmosphere

With dmap; sodium azide; ammonium cerium (IV) nitrate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; para-thiocresol; In dichloromethane; acetonitrile;
DOI:10.1021/ja1087375