N-Benzyloxycarbonyl-γ-(S)-glutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester

Base Information

• Chemical Name: N-Benzyloxycarbonyl-γ-(S)-glutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester
• CAS No.: 91921-43-6
• Molecular Formula: C₂₆H₃₈N₂O₇
• Molecular Weight: 490.597

Synonyms:N-Benzyloxycarbonyl-γ-(S)-glutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester

Chemical Property of N-Benzyloxycarbonyl-γ-(S)-glutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester

Chemical Property:

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Technology Process of N-Benzyloxycarbonyl-γ-(S)-glutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester

There total 3 articles about N-Benzyloxycarbonyl-γ-(S)-glutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester 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: 61.0%

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester (5891-45-2) + proline tert-butyl ester (2812-46-6) → N-Benzyloxycarbonyl-γ-(S)-glutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester (91921-43-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In acetonitrile; 1) 2 h, 0 degC; 2) 5 h, room temp.;

Reference yield:

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester (5891-45-2) → N-Benzyloxycarbonyl-γ-(S)-glutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester (91921-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NMM / tetrahydrofuran / 0.17 h / -20 °C

2: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) RT, 4 h

With 4-methyl-morpholine; In tetrahydrofuran;

DOI:10.1021/jm960878u

Reference yield:

proline tert-butyl ester (2812-46-6) + (S)-2-Benzyloxycarbonylamino-5-isobutoxycarbonyloxy-5-oxo-pentanoic acid tert-butyl ester → N-Benzyloxycarbonyl-γ-(S)-glutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester (91921-43-6)

Guidance literature:

In tetrahydrofuran; Yield given; 1.) -20 deg C, 10 min, 2.) RT, 4 h;

DOI:10.1021/jm960878u

upstream raw materials:

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester

proline tert-butyl ester

Downstream raw materials:

N-Benzyloxycarbonyl-γ-(S)-thioglutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester

(S)-1-((S)-4-tert-Butoxycarbonyl-4-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyryl)-pyrrolidine-2-carboxylic acid tert-butyl ester

(2S)-N-<(4S)-4-Benzyloxycarbonylamino-4-(tert.-butoxycarbonyl)butyl>prolin-tert.-butylester

N-Benzyloxycarbonyl-γ-(S)-glutamyl(α-tert.-butylester)-γ-(S)-glutamyl(α-tert.-butylester)-(S)-prolin-tert.-butylester

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