[(S)-1-(2-{4-[3-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-2-tert-butoxy-ethyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [(S)-1-(2-{4-[3-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-2-tert-butoxy-ethyl]-carbamic acid benzyl ester
• CAS No.: 192699-02-8
• Molecular Formula: C₄₂H₅₆N₆O₁₀
• Molecular Weight: 804.941

Synonyms:[(S)-1-(2-{4-[3-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-2-tert-butoxy-ethyl]-carbamic acid benzyl ester

Chemical Property of [(S)-1-(2-{4-[3-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-2-tert-butoxy-ethyl]-carbamic acid benzyl ester

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Technology Process of [(S)-1-(2-{4-[3-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-2-tert-butoxy-ethyl]-carbamic acid benzyl ester

There total 2 articles about [(S)-1-(2-{4-[3-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-2-tert-butoxy-ethyl]-carbamic acid benzyl 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:

benzene-1,4-diamine hydrochloride (624-18-0,55972-71-9) → [(S)-1-(2-{4-[3-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-2-tert-butoxy-ethyl]-carbamic acid benzyl ester (192699-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / i-Pr₂NEt, HOBT, EDC / CH₂Cl₂ / 48 h / Ambient temperature

2: 4 N HCl / dioxane / 1 h / Ambient temperature

3: i-Pr₂NEt, HOBT, EDC / dimethylformamide / 24 h / Ambient temperature

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1099-1344(199706)39:6<455::AID-JLCR997>3.0.CO;2-4

Reference yield:

N-benzyloxycarbonyl-O-t-butyl-L-serine (1676-75-1) + 3-Amino-N-[4-(3-amino-propionylamino)-phenyl]-propionamide (215528-87-3) → [(S)-1-(2-{4-[3-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-2-tert-butoxy-ethyl]-carbamic acid benzyl ester (192699-02-8)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 24h; Yield given; Ambient temperature;

DOI:10.1002/(SICI)1099-1344(199706)39:6<455::AID-JLCR997>3.0.CO;2-4

Reference yield: 95.0%

[(S)-1-(2-{4-[3-((S)-2-Benzyloxycarbonylamino-3-tert-butoxy-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-2-tert-butoxy-ethyl]-carbamic acid benzyl ester (192699-02-8) → (S)-2-Amino-N-(2-{4-[3-((S)-2-amino-3-tert-butoxy-propionylamino)-propionylamino]-phenylcarbamoyl}-ethyl)-3-tert-butoxy-propionamide (192699-03-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; for 1.5h;

DOI:10.1002/(SICI)1099-1344(199706)39:6<455::AID-JLCR997>3.0.CO;2-4

upstream raw materials:

N-benzyloxycarbonyl-O-t-butyl-L-serine

3-Amino-N-[4-(3-amino-propionylamino)-phenyl]-propionamide

benzene-1,4-diamine hydrochloride

Downstream raw materials:

(S)-2-Amino-N-(2-{4-[3-((S)-2-amino-3-tert-butoxy-propionylamino)-propionylamino]-phenylcarbamoyl}-ethyl)-3-tert-butoxy-propionamide

N,N'-bis[(6-chloropicolinyl)-L-Ser-β-Ala]-1,4-phenylenediamine

N,N'-bis[(6-chloropicolinyl)-L-Ser(t-Bu)-β-Ala]-1,4-phenylenediamine

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