Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-amino-N-hydroxy-benzimidoylsulfanyl)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-amino-N-hydroxy-benzimidoylsulfanyl)-tetrahydro-pyran-3-yl ester
CAS No.:160280-16-0
Molecular Formula:C₂₁H₂₆N₂O₁₀S
Molecular Weight:498.511
Hs Code.:

Synonyms:Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-amino-N-hydroxy-benzimidoylsulfanyl)-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-amino-N-hydroxy-benzimidoylsulfanyl)-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-amino-N-hydroxy-benzimidoylsulfanyl)-tetrahydro-pyran-3-yl ester

There total 3 articles about Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-amino-N-hydroxy-benzimidoylsulfanyl)-tetrahydro-pyran-3-yl ester 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: 72.0%

: 160280-02-4
2,3,4,6-tetra-O-acetyl-1-S-(Z)-4-nitrobenzohydroximoyl-1-thio-β-D-glucopyranose

: 160280-16-0
Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-amino-N-hydroxy-benzimidoylsulfanyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: With tin(ll) chloride; In ethanol; at 75 ℃; for 1h;
DOI:10.1080/00397919408011744

Reference yield:

: 1011-84-3
4-nitrobenzohydroximoyl chloride

: 160280-16-0
Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-amino-N-hydroxy-benzimidoylsulfanyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / NEt₃ / diethyl ether; CH₂Cl₂ / 1 h / Ambient temperature

2: 72 percent / SnCl₂ / ethanol / 1 h / 75 °C

With triethylamine; tin(ll) chloride; In diethyl ether; ethanol; dichloromethane;
DOI:10.1080/00397919408011744

Reference yield:

: 1129-37-9,174848-02-3,20707-69-1
4-nitrobenzaldehyde oxime

: 160280-16-0
Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-(4-amino-N-hydroxy-benzimidoylsulfanyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine, N-chlorosuccinimide / CHCl₃ / 2 h / Ambient temperature

2: 60 percent / NEt₃ / diethyl ether; CH₂Cl₂ / 1 h / Ambient temperature

3: 72 percent / SnCl₂ / ethanol / 1 h / 75 °C

With pyridine; N-chloro-succinimide; triethylamine; tin(ll) chloride; In diethyl ether; ethanol; dichloromethane; chloroform;
DOI:10.1080/00397919408011744