phenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside
CAS No.:1229311-58-3
Molecular Formula:C₃₅H₃₇NO₅S
Molecular Weight:583.748
Hs Code.:

Synonyms:phenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

There total 3 articles about phenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside 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: 53.0%

: C₃₃H₃₅NO₄S

: 108-24-7
acetic anhydride

: 1229311-58-3
phenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

: phenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

Guidance literature:: With pyridine; for 3h; Inert atmosphere;
DOI:10.1021/acs.joc.5b00138

Reference yield:

: 100-39-0
benzyl bromide

: 128960-84-9
N-((3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(phenylthio)tetrahydro-2Hpyran-3-yl)acetamide

: 1229311-58-3
phenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.carres.2010.02.013

Reference yield:

: 201015-97-6
phenyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-α/β-D-glucopyranoside

: 1229311-58-3
phenyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: triphenylphosphine; water / tetrahydrofuran / 10 h / 80 °C / Inert atmosphere

2: pyridine / 3 h / Inert atmosphere

With pyridine; water; triphenylphosphine; In tetrahydrofuran;
DOI:10.1021/acs.joc.5b00138