S-(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-N-benzyl dithiocarbamate

Base Information

• Chemical Name: S-(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-N-benzyl dithiocarbamate
• CAS No.: 1590413-25-4
• Molecular Formula: C₂₂H₂₈N₂O₈S₂
• Molecular Weight: 512.605

Synonyms:S-(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-N-benzyl dithiocarbamate

Chemical Property of S-(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-N-benzyl dithiocarbamate

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Technology Process of S-(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-N-benzyl dithiocarbamate

There total 2 articles about S-(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-N-benzyl dithiocarbamate 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: 73.0%

monobenzyldithiocarbamate sodium (5115-14-0) + Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester (3068-34-6) → S-(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-N-benzyl dithiocarbamate (1590413-25-4)

Guidance literature:

In acetone; at 20 ℃; for 2h;

DOI:10.1002/asia.201301270

Reference yield: 5.0%

C8H8NS2(1-)*Cs(1+) (1590413-11-8) + Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester (3068-34-6) → S-(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-N-benzyl dithiocarbamate (1590413-25-4) + bis(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranosyl) disulfide

Guidance literature:

In acetone; at 20 ℃; for 16h;

DOI:10.1002/asia.201301270

Reference yield: 89.0%

Divinyl sulfone (77-77-0) + S-(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-N-benzyl dithiocarbamate (1590413-25-4) → [2-(ethenesulfonyl)ethyl]sulfanyl(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranoside) (1590413-47-0)

Guidance literature:

With triethylamine; In acetone; at 20 ℃; for 1h;

DOI:10.1002/asia.201301270

upstream raw materials:

monobenzyldithiocarbamate sodium

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

C₈H₈NS₂^(1-)*Cs⁽¹⁺⁾

Downstream raw materials:

[2-(ethenesulfonyl)ethyl]sulfanyl(2-acetamido-3,4,6-tri-O-acetyl-β-D-glucopyranoside)

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