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

Base Information

Chemical Name:2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-L-idononitrile
CAS No.:167904-23-6
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)-L-idononitrile

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

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

There total 4 articles about 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-L-idononitrile 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: 85.0%

: 98-59-9
p-toluenesulfonyl chloride

: 167904-22-5
2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-L-idononitrile

: 167904-23-6
2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-L-idononitrile

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

: 167904-23-6
2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-L-idononitrile

Guidance literature:: Multi-step reaction with 4 steps

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

2: 97 percent / pyridine*SO₃, Et₃N / dimethylsulfoxide / 1.08 h / Ambient temperature

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

4: 85 percent / pyridine / 4.5 h / 55 - 60 °C

With pyridine; sodium tetrahydroborate; cerium(III) chloride; carbon tetrabromide; sulfur trioxide pyridine complex; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dimethyl sulfoxide; acetonitrile;
DOI:10.1002/hlca.19950780221

Reference yield:

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

: 167904-23-6
2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-5-O-(tol-4-ylsulfonyl)-L-idononitrile

Guidance literature:: Multi-step reaction with 2 steps

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

2: 85 percent / pyridine / 4.5 h / 55 - 60 °C

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