phenyl 6-O-((1S)-1-C-acetylthio-2,3,4,6-tetra-O-benzyl-D-glucitol-1-yl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 6-O-((1S)-1-C-acetylthio-2,3,4,6-tetra-O-benzyl-D-glucitol-1-yl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:178231-76-0
Molecular Formula:C₆₉H₇₂O₁₁S₂
Molecular Weight:1141.46
Hs Code.:

Synonyms:phenyl 6-O-((1S)-1-C-acetylthio-2,3,4,6-tetra-O-benzyl-D-glucitol-1-yl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 6-O-((1S)-1-C-acetylthio-2,3,4,6-tetra-O-benzyl-D-glucitol-1-yl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 6-O-((1S)-1-C-acetylthio-2,3,4,6-tetra-O-benzyl-D-glucitol-1-yl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

There total 3 articles about phenyl 6-O-((1S)-1-C-acetylthio-2,3,4,6-tetra-O-benzyl-D-glucitol-1-yl)-2,3,4-tri-O-benzyl-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: 85.0%

: Thioacetic acid S-[(1S,2R,3S,4S)-2,3,4,6-tetrakis-benzyloxy-5-oxo-1-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-hexyl] ester

: 178231-76-0
phenyl 6-O-((1S)-1-C-acetylthio-2,3,4,6-tetra-O-benzyl-D-glucitol-1-yl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 178231-75-9
phenyl 6-O-((1S)-1-C-acetylthio-2,3,4,6-tetra-O-benzyl-L-iditol-1-yl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With lithium tri-t-butoxyaluminum hydride; In diethyl ether; at -10 ℃; for 0.333333h;

Reference yield:

: 100-39-0
benzyl bromide

: 178231-76-0
phenyl 6-O-((1S)-1-C-acetylthio-2,3,4,6-tetra-O-benzyl-D-glucitol-1-yl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 4 h / Irradiation

2: 1.) Me₂BBr, 2.) iPr₂NEt / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) CH₂Cl₂, -78 deg C, 2 h

With dimethylboron bromide; sodium hydride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

Reference yield:

: 95084-13-2
phenyl 6-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 507-09-5
tiolacetic acid

: phenyl 6-O-((1R)-1-C-acetylthio-2,3,4,6-tetra-O-benzyl-D-glucitol-1-yl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 178231-76-0
phenyl 6-O-((1S)-1-C-acetylthio-2,3,4,6-tetra-O-benzyl-D-glucitol-1-yl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With dimethylboron bromide; N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) CH₂Cl₂, -78 deg C, 2 h;