methyl 2-benzyloxycarbonylamino-2-deoxy-4-O-mesyl-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2-benzyloxycarbonylamino-2-deoxy-4-O-mesyl-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside
CAS No.:1350556-13-6
Molecular Formula:C₂₄H₃₉NO₁₁SSi
Molecular Weight:577.725
Hs Code.:

Synonyms:methyl 2-benzyloxycarbonylamino-2-deoxy-4-O-mesyl-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

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Chemical Property of methyl 2-benzyloxycarbonylamino-2-deoxy-4-O-mesyl-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

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Technology Process of methyl 2-benzyloxycarbonylamino-2-deoxy-4-O-mesyl-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

There total 8 articles about methyl 2-benzyloxycarbonylamino-2-deoxy-4-O-mesyl-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-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: 99.0%

: 1350556-11-4
methyl 2-benzyloxycarbonylamino-2-deoxy-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

: 124-63-0
methanesulfonyl chloride

: 1350556-13-6
methyl 2-benzyloxycarbonylamino-2-deoxy-4-O-mesyl-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol2027703

Reference yield:

: methyl 4,6-O-benzylidene-2-benzyloxycarbonylamino-2-deoxy-3-O-methoxycarbonyl-α-D-glucopyranoside

: 1350556-13-6
methyl 2-benzyloxycarbonylamino-2-deoxy-4-O-mesyl-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid / dichloromethane / 16 h / 60 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

3: triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

With dmap; acetic acid; triethylamine; In dichloromethane;
DOI:10.1021/ol2027703

Reference yield:

: 3006-58-4,13030-01-8,42890-10-8,42973-23-9,77059-32-6,121785-09-9,7474-40-0
2-carbobenzyloxyamino-2-deoxy-D-glucopyranose

: 1350556-13-6
methyl 2-benzyloxycarbonylamino-2-deoxy-4-O-mesyl-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: acetyl chloride / 24 h / 20 °C / Inert atmosphere

2: formic acid / 24 h / 20 °C / Inert atmosphere

3: pyridine / 1 h / 0 - 20 °C / Inert atmosphere

4: acetic acid / dichloromethane / 16 h / 60 °C / Inert atmosphere

5: dmap; triethylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

6: triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

With pyridine; dmap; formic acid; acetic acid; triethylamine; acetyl chloride; In dichloromethane;
DOI:10.1021/ol2027703