5-[4-(α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-1,2,3,4-cyclopentanetetrol

Base Information

Chemical Name:5-[4-(α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-1,2,3,4-cyclopentanetetrol
CAS No.:912281-42-6
Molecular Formula:C₁₉H₂₇NO₁₂
Molecular Weight:461.423
Hs Code.:

Synonyms:5-[4-(α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-1,2,3,4-cyclopentanetetrol

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Chemical Property of 5-[4-(α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-1,2,3,4-cyclopentanetetrol

Chemical Property:

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Technology Process of 5-[4-(α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-1,2,3,4-cyclopentanetetrol

There total 7 articles about 5-[4-(α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-1,2,3,4-cyclopentanetetrol 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: 99.0%

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

: 912281-42-6
5-[4-(α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-1,2,3,4-cyclopentanetetrol

Guidance literature:: With hydrazine hydrate; In methanol; at 0 ℃; for 5h;
DOI:10.1002/anie.200600808

Reference yield:

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

: 912281-42-6
5-[4-(α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-1,2,3,4-cyclopentanetetrol

Guidance literature:: Multi-step reaction with 4 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: 91 percent / triethylamine / dimethylformamide / 18 h / 20 °C

4: 99 percent / hydrazine monohydrate / methanol / 5 h / 0 °C

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

Reference yield:

: 5-amino-cyclopentane-1,2,3,4-tetraol; hydrochloride

: 912281-42-6
5-[4-(α-D-mannopyranosyloxy)-benzyloxycarbonyl]amino-1,2,3,4-cyclopentanetetrol

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / triethylamine / dimethylformamide / 18 h / 20 °C

2: 99 percent / hydrazine monohydrate / methanol / 5 h / 0 °C

With hydrazine hydrate; triethylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/anie.200600808