2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-D-glucononitrile

Base Information

Chemical Name:2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-D-glucononitrile
CAS No.:167904-31-6
Molecular Formula:C₃₆H₃₈N₂O₇S
Molecular Weight:642.773
Hs Code.:

Synonyms:2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-D-glucononitrile

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Chemical Property of 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-D-glucononitrile

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Technology Process of 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-D-glucononitrile

There total 3 articles about 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-D-glucononitrile 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: 75.0%

: 98-59-9
p-toluenesulfonyl chloride

: 167904-19-0
2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-glucononitrile

: 167904-31-6
2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-D-glucononitrile

Guidance literature:: With pyridine; at 55 - 60 ℃; for 4.5h;
DOI:10.1002/hlca.19950780221

Reference yield:

: 168037-65-8
(E)-2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-glucose oxime

: 167904-31-6
2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-D-glucononitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 36 percent / PPh₃, CBr₄, pyridine / acetonitrile; tetrahydrofuran / 35 h / Ambient temperature

2: 75 percent / pyridine / 4.5 h / 55 - 60 °C

With pyridine; carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; acetonitrile;
DOI:10.1002/hlca.19950780221

Reference yield:

: 2-acetamido-3,4,6-tri-O-benzyl-D-xylo-hex-5-ulosononitrile

: 167904-31-6
2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-D-glucononitrile

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄, CeCl₃*6H₂O / methanol / 22 h / -40 - -20 °C

2: 75 percent / pyridine / 4.5 h / 55 - 60 °C

With pyridine; sodium tetrahydroborate; cerium(III) chloride; In methanol;
DOI:10.1002/hlca.19950780221