(3E)-5-amino-1-C-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-5-N-benzyloxycarbonyl-1,3,4,5-tetradeoxy-5,6-N,O-isopropylidene-D-glycero-hex-3-eno-2-ulose

Base Information

Chemical Name:(3E)-5-amino-1-C-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-5-N-benzyloxycarbonyl-1,3,4,5-tetradeoxy-5,6-N,O-isopropylidene-D-glycero-hex-3-eno-2-ulose
CAS No.:408359-25-1
Molecular Formula:C₅₁H₅₅NO₉
Molecular Weight:825.999
Hs Code.:

(3E)-5-amino-1-C-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-5-N-benzyloxycarbonyl-1,3,4,5-tetradeoxy-5,6-N,O-isopropylidene-D-glycero-hex-3-eno-2-ulose

Synonyms:(3E)-5-amino-1-C-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-5-N-benzyloxycarbonyl-1,3,4,5-tetradeoxy-5,6-N,O-isopropylidene-D-glycero-hex-3-eno-2-ulose

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Chemical Property of (3E)-5-amino-1-C-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-5-N-benzyloxycarbonyl-1,3,4,5-tetradeoxy-5,6-N,O-isopropylidene-D-glycero-hex-3-eno-2-ulose

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Technology Process of (3E)-5-amino-1-C-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-5-N-benzyloxycarbonyl-1,3,4,5-tetradeoxy-5,6-N,O-isopropylidene-D-glycero-hex-3-eno-2-ulose

There total 1 articles about (3E)-5-amino-1-C-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-5-N-benzyloxycarbonyl-1,3,4,5-tetradeoxy-5,6-N,O-isopropylidene-D-glycero-hex-3-eno-2-ulose 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%

: 133464-37-6
(4R)-4-formyl-2,2-dimethyloxazolidine-3-carboxylic acid benzyl ester

: 124667-94-3
2-oxo-3-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)propylidenetriphenylphosphorane

: 408359-25-1
(3E)-5-amino-1-C-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-5-N-benzyloxycarbonyl-1,3,4,5-tetradeoxy-5,6-N,O-isopropylidene-D-glycero-hex-3-eno-2-ulose

Guidance literature:: In acetonitrile; for 120h;
DOI:10.1081/CAR-100108281

Reference yield: 75.0%

: 408359-25-1
(3E)-5-amino-1-C-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-5-N-benzyloxycarbonyl-1,3,4,5-tetradeoxy-5,6-N,O-isopropylidene-D-glycero-hex-3-eno-2-ulose

: 408359-26-2
(R)-4-[1,2-Dihydroxy-3-oxo-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; tert-butyl alcohol; for 4h;
DOI:10.1081/CAR-100108281

Reference yield:

: 408359-25-1
(3E)-5-amino-1-C-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-5-N-benzyloxycarbonyl-1,3,4,5-tetradeoxy-5,6-N,O-isopropylidene-D-glycero-hex-3-eno-2-ulose

: (R)-4-[(1S,2R)-1,2-Diacetoxy-3-oxo-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-butyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / N-methylmorpholine-N-oxide; OsO₄ / H₂O; acetone; 2-methyl-propan-2-ol / 4 h

2: 35 percent / pyridine; DMAP / 1.5 h

With pyridine; dmap; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; tert-butyl alcohol;
DOI:10.1081/CAR-100108281