1,7-di-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-D-glycero-D-gluco-heptopyranose

Base Information

Chemical Name:1,7-di-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-D-glycero-D-gluco-heptopyranose
CAS No.:83093-87-2
Molecular Formula:C₄₀H₄₃NO₁₀
Molecular Weight:697.782
Hs Code.:

Synonyms:1,7-di-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-D-glycero-D-gluco-heptopyranose

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Chemical Property of 1,7-di-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-D-glycero-D-gluco-heptopyranose

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Technology Process of 1,7-di-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-D-glycero-D-gluco-heptopyranose

There total 8 articles about 1,7-di-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-D-glycero-D-gluco-heptopyranose 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: 89.0%

: 108-24-7
acetic anhydride

: 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

: 83093-87-2
1,7-di-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-D-glycero-D-gluco-heptopyranose

Guidance literature:: With sulfuric acid; In chloroform; for 2h; Ambient temperature;
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

: 83093-87-2
1,7-di-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-D-glycero-D-gluco-heptopyranose

Guidance literature:: Multi-step reaction with 6 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

6: 89 percent / cc. sulfuric acid / CHCl₃ / 2 h / Ambient temperature

With lithium aluminium tetrahydride; phosphoric acid; sulfuric acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In pyridine; diethyl ether; chloroform; 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

: 83093-87-2
1,7-di-O-acetyl-2,3,4-tri-O-benzyl-6-(N-benzyloxycarbonyl)amino-6-deoxy-D-glycero-D-gluco-heptopyranose

Guidance literature:: Multi-step reaction with 7 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

7: 89 percent / cc. sulfuric acid / CHCl₃ / 2 h / Ambient temperature

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