methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-hydroxy-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-hydroxy-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylate
CAS No.:111515-81-2
Molecular Formula:C₁₈H₂₂N₂O₇
Molecular Weight:378.382
Hs Code.:

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

There total 14 articles about methyl (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-hydroxy-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:

: 124287-84-9
(1R,6S)-6-<(methoxycarbonyl)amino>cyclohex-3-enecarboxylic acid

: 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

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) I₂, KI, NaHCO₃, 2.) DBU

2: 95 percent / Ag₂O

4: triethylamine

5: 95 percent / 1,2-dichloro-ethane / Heating

6: 92 percent / MCPBA

7: TMSN₃, ZnCl₂

8: H₂ / Pd/C

9: NaHCO₃

With trimethylsilylazide; hydrogen; iodine; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; potassium iodide; zinc(II) chloride; silver(l) oxide; palladium on activated charcoal; In 1,2-dichloro-ethane;
DOI:10.1246/cl.1987.29

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

: 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

Guidance literature:: Multi-step reaction with 3 steps

1: TMSN₃, ZnCl₂

2: H₂ / Pd/C

3: NaHCO₃

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

Reference yield:

: 111515-79-8
methyl (1R,2R,6S)-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>non-4-enecarboxylate

: 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

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / MCPBA

2: TMSN₃, ZnCl₂

3: H₂ / Pd/C

4: NaHCO₃

With trimethylsilylazide; hydrogen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; zinc(II) chloride; palladium on activated charcoal;
DOI:10.1246/cl.1987.29