(2S,4R)-4-[(1R)-2-methoxy-2-oxo-1-[(phenylmethoxy)amino]ethyl]-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester

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Chemical Name:(2S,4R)-4-[(1R)-2-methoxy-2-oxo-1-[(phenylmethoxy)amino]ethyl]-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester
CAS No.:1446911-16-5
Molecular Formula:C₂₄H₂₈N₂O₇
Molecular Weight:456.496
Hs Code.:

Synonyms:(2S,4R)-4-[(1R)-2-methoxy-2-oxo-1-[(phenylmethoxy)amino]ethyl]-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester

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Chemical Property of (2S,4R)-4-[(1R)-2-methoxy-2-oxo-1-[(phenylmethoxy)amino]ethyl]-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester

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Technology Process of (2S,4R)-4-[(1R)-2-methoxy-2-oxo-1-[(phenylmethoxy)amino]ethyl]-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester

There total 7 articles about (2S,4R)-4-[(1R)-2-methoxy-2-oxo-1-[(phenylmethoxy)amino]ethyl]-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester 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:

: C₂₂H₂₄N₂O₇

: 18107-18-1
diazomethyl-trimethyl-silane

: 1446911-16-5
(2S,4R)-4-[(1R)-2-methoxy-2-oxo-1-[(phenylmethoxy)amino]ethyl]-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester

Guidance literature:: In methanol; benzene; at 20 ℃; for 0.5h;
DOI:10.1016/j.tet.2013.06.006

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1446911-16-5
(2S,4R)-4-[(1R)-2-methoxy-2-oxo-1-[(phenylmethoxy)amino]ethyl]-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydrogencarbonate / water; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: sulfuric acid / 10 h / Reflux

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 17 h / 20 °C / Inert atmosphere

4: triethyl borane / hexane; dichloromethane / 1 h / 20 °C / Inert atmosphere

5: lithium hydroxide / water; tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

6: methanol; benzene / 0.5 h / 20 °C

With triethyl borane; sulfuric acid; sodium hydrogencarbonate; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene; benzene; 3: |Mitsunobu Displacement;
DOI:10.1016/j.tet.2013.06.006

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 1446911-16-5
(2S,4R)-4-[(1R)-2-methoxy-2-oxo-1-[(phenylmethoxy)amino]ethyl]-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester

Guidance literature:: Multi-step reaction with 4 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 17 h / 20 °C / Inert atmosphere

2: triethyl borane / hexane; dichloromethane / 1 h / 20 °C / Inert atmosphere

3: lithium hydroxide / water; tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

4: methanol; benzene / 0.5 h / 20 °C

With triethyl borane; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene; benzene; 1: |Mitsunobu Displacement;
DOI:10.1016/j.tet.2013.06.006