(3-{[(S)-1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyryl)-2-oxo-imidazolidine-4-carbonyl]-amino}-2-oxo-hexanoylamino)-acetic acid allyl ester

Base Information

Chemical Name:(3-{[(S)-1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyryl)-2-oxo-imidazolidine-4-carbonyl]-amino}-2-oxo-hexanoylamino)-acetic acid allyl ester
CAS No.:393547-07-4
Molecular Formula:C₃₂H₄₅N₅O₉
Molecular Weight:643.737
Hs Code.:

(3-{[(S)-1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyryl)-2-oxo-imidazolidine-4-carbonyl]-amino}-2-oxo-hexanoylamino)-acetic acid allyl ester

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Chemical Property of (3-{[(S)-1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyryl)-2-oxo-imidazolidine-4-carbonyl]-amino}-2-oxo-hexanoylamino)-acetic acid allyl ester

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Technology Process of (3-{[(S)-1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyryl)-2-oxo-imidazolidine-4-carbonyl]-amino}-2-oxo-hexanoylamino)-acetic acid allyl ester

There total 4 articles about (3-{[(S)-1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyryl)-2-oxo-imidazolidine-4-carbonyl]-amino}-2-oxo-hexanoylamino)-acetic acid allyl 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: 83.0%

: 393548-68-0
(3-{[(S)-1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyryl)-2-oxo-imidazolidine-4-carbonyl]-amino}-2-hydroxy-hexanoylamino)-acetic acid allyl ester

: 393547-07-4
(3-{[(S)-1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyryl)-2-oxo-imidazolidine-4-carbonyl]-amino}-2-oxo-hexanoylamino)-acetic acid allyl ester

Guidance literature:: With Dess-Martin periodane;
DOI:10.1016/j.bmcl.2004.09.058

Reference yield:

: 89371-46-0
benzyl (4S)-1-benzyl-2-oxoimidazolidine-4-carboxylate

: 393547-07-4
(3-{[(S)-1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyryl)-2-oxo-imidazolidine-4-carbonyl]-amino}-2-oxo-hexanoylamino)-acetic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: KO-tBu / tetrahydrofuran / -40 °C

1.2: tetrahydrofuran / -40 °C

2.1: 100 percent / H₂ / Pd/C / ethanol

3.1: 64 percent / EDCI; HOBt; NMM

4.1: 83 percent / Dess-Martin periodinane

With 4-methyl-morpholine; potassium tert-butylate; hydrogen; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1016/j.bmcl.2004.09.058

Reference yield:

: 89371-88-0
benzyl (4S)-1-benzyl-3-benzyloxycarbonyl-2-oxo-imidazolidine-4-carboxylate

: 393547-07-4
(3-{[(S)-1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyryl)-2-oxo-imidazolidine-4-carbonyl]-amino}-2-oxo-hexanoylamino)-acetic acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: HBr; AcOH

2.1: KO-tBu / tetrahydrofuran / -40 °C

2.2: tetrahydrofuran / -40 °C

3.1: 100 percent / H₂ / Pd/C / ethanol

4.1: 64 percent / EDCI; HOBt; NMM

5.1: 83 percent / Dess-Martin periodinane

With 4-methyl-morpholine; potassium tert-butylate; hydrogen bromide; hydrogen; benzotriazol-1-ol; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1016/j.bmcl.2004.09.058