benzyl (2RS,R_PS_P)-2-benzyloxycarbonylamino-4-[(3-nitrophenoxy)(methoxy)phosphoryl]butanoate

Base Information

• Chemical Name: benzyl (2RS,R_PS_P)-2-benzyloxycarbonylamino-4-[(3-nitrophenoxy)(methoxy)phosphoryl]butanoate
• CAS No.: 926281-45-0
• Molecular Formula: C₂₆H₂₇N₂O₉P
• Molecular Weight: 542.482

Synonyms:benzyl (2RS,R_PS_P)-2-benzyloxycarbonylamino-4-[(3-nitrophenoxy)(methoxy)phosphoryl]butanoate

Chemical Property of benzyl (2RS,R_PS_P)-2-benzyloxycarbonylamino-4-[(3-nitrophenoxy)(methoxy)phosphoryl]butanoate

Chemical Property:

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Technology Process of benzyl (2RS,R_PS_P)-2-benzyloxycarbonylamino-4-[(3-nitrophenoxy)(methoxy)phosphoryl]butanoate

There total 3 articles about benzyl (2RS,R_PS_P)-2-benzyloxycarbonylamino-4-[(3-nitrophenoxy)(methoxy)phosphoryl]butanoate 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: 44.0%

meta-nitrophenol (554-84-7) + benzyl 2-(N-benzyloxycarbonylamino)-4-[chloro(methyl)phosphono]butanoate (940963-66-6) → benzyl (2RS,RPSP)-2-benzyloxycarbonylamino-4-[(3-nitrophenoxy)(methoxy)phosphoryl]butanoate (926281-45-0)

Guidance literature:

With triethylamine; In dichloromethane; at -20 - 20 ℃;

Reference yield: 44.0%

methanol (67-56-1) + meta-nitrophenol (554-84-7) + benzyl 2-(N-benzyloxycarbonylamino)-4-(dichlorophosphoryl)butanoate (926281-17-6) → benzyl (2RS,RPSP)-2-benzyloxycarbonylamino-4-[(3-nitrophenoxy)(methoxy)phosphoryl]butanoate (926281-45-0)

Guidance literature:

methanol; benzyl 2-(N-benzyloxycarbonylamino)-4-(dichlorophosphoryl)butanoate; With triethylamine; In dichloromethane; at -78 ℃; for 2h;

meta-nitrophenol; With triethylamine; In dichloromethane; at 0 - 30 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmc.2016.08.050

Reference yield:

benzyl 2-benzyloxycarbonylamino-4-(dihydroxyphosphoryl)butanoate (926281-41-6) → benzyl (2RS,RPSP)-2-benzyloxycarbonylamino-4-[(3-nitrophenoxy)(methoxy)phosphoryl]butanoate (926281-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 30 °C

2.1: triethylamine / dichloromethane / 2 h / -78 °C

2.2: 2 h / 0 - 30 °C / Inert atmosphere

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1016/j.bmc.2016.08.050

upstream raw materials:

meta-nitrophenol

benzyl 2-(N-benzyloxycarbonylamino)-4-[chloro(methyl)phosphono]butanoate

methanol

benzyl 2-(N-benzyloxycarbonylamino)-4-(dichlorophosphoryl)butanoate

Downstream raw materials:

(2RS,RPSP)-2-amino-4-{[3-nitrophenoxy](methoxy)phosphoryl}butanoic acid

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