[1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid tert-butyl ester
• CAS No.: 246506-75-2
• Molecular Formula: C₃₄H₃₃N₂O₃P
• Molecular Weight: 548.621

Synonyms:[1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid tert-butyl ester

Chemical Property of [1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid tert-butyl ester

There total 1 articles about [1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid tert-butyl 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: 88.0%

Boc-D-Phe-OH (18942-49-9) + cyanomethylene triphenylphosphorane (16640-68-9) → [1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propyl]-carbamic acid tert-butyl ester (246506-75-2)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

DOI:10.1016/S0040-4039(99)01143-0

Reference yield: 62.0%

L-valine benzyl ester (21760-98-5) + [1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propyl]-carbamic acid tert-butyl ester (246506-75-2) → 6-tert-butoxycarbonylamino-2-isopropyl-4,5-dioxo-7-phenyl-3-azaheptanoic acid benzyl ester (246506-76-3)

Guidance literature:

[1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid tert-butyl ester; With ozone; In dichloromethane; at -78 ℃;

L-valine benzyl ester; In dichloromethane; at -78 ℃;

DOI:10.1016/S0040-4039(99)01143-0

Reference yield: 58.0%

L-Leucine benzyl ester (1738-69-8) + [1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ5-phosphanylidene)-propyl]-carbamic acid tert-butyl ester (246506-75-2) → 2-(3-tert-butoxycarbonylamino-2-oxo-4-phenylbutyrylamino)-4-methylpentanoic acid benzyl ester (246506-78-5)

Guidance literature:

[1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid tert-butyl ester; With ozone; In dichloromethane; at -78 ℃;

L-Leucine benzyl ester; In dichloromethane; at -78 ℃;

DOI:10.1016/S0040-4039(99)01143-0

upstream raw materials:

Boc-D-Phe-OH

cyanomethylene triphenylphosphorane

Downstream raw materials:

6-tert-butoxycarbonylamino-2-isopropyl-4,5-dioxo-7-phenyl-3-azaheptanoic acid benzyl ester

2-(3-tert-butoxycarbonylamino-2-oxo-4-phenylbutyrylamino)-4-methylpentanoic acid benzyl ester

Bestatin hydrochloride

2-[2-(3-amino-2-hydroxy-4-phenylbutyrylamino)-3-methylbutyrylamino]-3-phenylpropionic acid

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