methyl 7-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-α-D-glycero-D-gluco-heptopyranoside

Base Information

Chemical Name:methyl 7-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-α-D-glycero-D-gluco-heptopyranoside
CAS No.:83093-83-8
Molecular Formula:C₃₉H₄₃NO₉
Molecular Weight:669.772
Hs Code.:

Synonyms:methyl 7-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-α-D-glycero-D-gluco-heptopyranoside

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Chemical Property of methyl 7-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-α-D-glycero-D-gluco-heptopyranoside

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Technology Process of methyl 7-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-α-D-glycero-D-gluco-heptopyranoside

There total 7 articles about methyl 7-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-α-D-glycero-D-gluco-heptopyranoside 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: 88.0%

: 64-19-7,77671-22-8
acetic acid

: 83093-80-5,83093-82-7
methyl 2,3,4-tri-O-benzyl-6,7-(N-benzyloxycarbonyl)epimino-6,7-dideoxy-α-D-glycero-D-gluco-heptopyranoside

: 83093-83-8
methyl 7-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-α-D-glycero-D-gluco-heptopyranoside

Guidance literature:: at 40 ℃; for 1.5h;
DOI:10.1016/S0008-6215(00)82223-5

Reference yield:

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 83093-83-8
methyl 7-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-α-D-glycero-D-gluco-heptopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / dimethyl sulfoxide, phosphoric acid, dicyclohexylcarbodiimide / benzene; pyridine / 7 h / Ambient temperature

2: 29.5 percent / pyridine / 3 h / Ambient temperature

3: lithium aluminium hydride / diethyl ether / 1 h / Ambient temperature

4: triethylamine / benzene / 2 h / 0 °C

5: 88 percent / 1.5 h / 40 °C

With lithium aluminium tetrahydride; phosphoric acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In pyridine; diethyl ether; benzene;
DOI:10.1016/S0008-6215(00)82223-5

Reference yield:

: 7177-79-9,13035-24-0,29600-81-5,33164-02-2,51842-18-3,52526-59-7,78738-75-7,99212-27-8,101312-02-1,107795-23-3,108739-87-3,129170-92-9,13225-19-9
methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

: 83093-83-8
methyl 7-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-α-D-glycero-D-gluco-heptopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: lithium aluminium hydride-aluminium chloride

2: 92 percent / dimethyl sulfoxide, phosphoric acid, dicyclohexylcarbodiimide / benzene; pyridine / 7 h / Ambient temperature

3: 29.5 percent / pyridine / 3 h / Ambient temperature

4: lithium aluminium hydride / diethyl ether / 1 h / Ambient temperature

5: triethylamine / benzene / 2 h / 0 °C

6: 88 percent / 1.5 h / 40 °C

With lithium aluminium tetrahydride; aluminium trichloride; phosphoric acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In pyridine; diethyl ether; benzene;
DOI:10.1016/S0008-6215(00)82223-5