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

Base Information

Chemical Name:(1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylic acid
CAS No.:111515-82-3
Molecular Formula:C₂₃H₃₄N₂O₇Si
Molecular Weight:478.618
Hs Code.:

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

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

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

There total 16 articles about (1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylic acid 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: 100.0%

: 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

: 111515-82-3
(1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylic acid

Guidance literature:: With sodium hydroxide; In methanol; for 12h; Ambient temperature;
DOI:10.1021/jo00291a014

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

: 111515-82-3
(1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Pd/C

2: NaHCO₃

3: 92 percent / imidazole

4: NaOH

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

Reference yield:

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

: 111515-82-3
(1R,2R,4S,5R,6R)-4-<(benzyloxycarbonyl)amino>-5-<(tert-butyldimethylsilyl)oxy>-9-methyl-8-oxo-9-aza-7-oxabicyclo<4.3.0>nonanecarboxylic acid

Guidance literature:: Multi-step reaction with 11 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

10: 92 percent / imidazole

11: NaOH

With 1H-imidazole; sodium hydroxide; 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