methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

Base Information

Chemical Name:methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate
CAS No.:124287-83-8
Molecular Formula:C₂₄H₃₆N₂O₇Si
Molecular Weight:492.645
Hs Code.:

Synonyms:methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

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Chemical Property of methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

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Technology Process of methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

There total 15 articles about methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate 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: 92.0%

: 111515-81-2
methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-hydroxy-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 124287-83-8
methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 12h; Ambient temperature;
DOI:10.1021/jo00291a014

Reference yield:

: 111535-89-8
methyl (1R,2R,4R,5R,6S)-4,5-epoxy-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

: 124287-83-8
methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: TMSN₃, ZnCl₂

2: H₂ / Pd/C

3: NaHCO₃

4: 92 percent / imidazole

With 1H-imidazole; trimethylsilylazide; hydrogen; sodium hydrogencarbonate; zinc(II) chloride; palladium on activated charcoal;
DOI:10.1246/cl.1987.29

Reference yield:

: 111515-80-1
methyl (1R,2R,4S,5R,6R)-4-azido-5-hydroxy-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

: 124287-83-8
methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Pd/C

2: NaHCO₃

3: 92 percent / imidazole

With 1H-imidazole; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal;
DOI:10.1246/cl.1987.29