4-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-5-(methylsulfanyl)cyclopentane-1,2,3-triol

Base Information

Chemical Name:4-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-5-(methylsulfanyl)cyclopentane-1,2,3-triol
CAS No.:912281-48-2
Molecular Formula:C₂₈H₃₇NO₁₅S
Molecular Weight:659.665
Hs Code.:

Synonyms:4-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-5-(methylsulfanyl)cyclopentane-1,2,3-triol

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Chemical Property of 4-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-5-(methylsulfanyl)cyclopentane-1,2,3-triol

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Technology Process of 4-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-5-(methylsulfanyl)cyclopentane-1,2,3-triol

There total 5 articles about 4-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-5-(methylsulfanyl)cyclopentane-1,2,3-triol 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: 83.0%

: 912281-47-1
4-(4-nitro-phenoxycarbonyloxymethyl)phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 134235-13-5
1D-(1,2,3,4/5)-2,3,4-trihydroxy-5-(methylsulfanyl)cyclopentane-1-ammonium chloride

: 912281-48-2
4-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-5-(methylsulfanyl)cyclopentane-1,2,3-triol

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1002/anie.200600808

Reference yield:

: 696611-06-0
4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-benzaldehyde

: 912281-48-2
4-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-5-(methylsulfanyl)cyclopentane-1,2,3-triol

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / sodium borohydride; silica gel / propan-2-ol; CHCl₃ / 0 - 20 °C

2: 90 percent / pyridine / CH₂Cl₂ / 18 h / 20 °C

3: 83 percent / triethylamine / dimethylformamide / 18 h / 20 °C

With pyridine; sodium tetrahydroborate; silica gel; triethylamine; In dichloromethane; chloroform; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1002/anie.200600808

Reference yield:

: 912281-46-0,105054-56-6
4-(hydroxymethyl)phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 912281-48-2
4-[4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-5-(methylsulfanyl)cyclopentane-1,2,3-triol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / pyridine / CH₂Cl₂ / 18 h / 20 °C

2: 83 percent / triethylamine / dimethylformamide / 18 h / 20 °C

With pyridine; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200600808