4-{(R)-2-[(S)-2-((S)-2-Amino-4-carbamoyl-butyrylamino)-3-carbamoyl-propionylamino]-2-tert-butoxycarbonyl-ethylsulfanyl}-butyric acid methyl ester; hydrochloride

Base Information

• Chemical Name: 4-{(R)-2-[(S)-2-((S)-2-Amino-4-carbamoyl-butyrylamino)-3-carbamoyl-propionylamino]-2-tert-butoxycarbonyl-ethylsulfanyl}-butyric acid methyl ester; hydrochloride
• CAS No.: 78397-69-0
• Molecular Formula: C₂₁H₃₇N₅O₈S*ClH
• Molecular Weight: 556.08

Synonyms:

Chemical Property of 4-{(R)-2-[(S)-2-((S)-2-Amino-4-carbamoyl-butyrylamino)-3-carbamoyl-propionylamino]-2-tert-butoxycarbonyl-ethylsulfanyl}-butyric acid methyl ester; hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 4-{(R)-2-[(S)-2-((S)-2-Amino-4-carbamoyl-butyrylamino)-3-carbamoyl-propionylamino]-2-tert-butoxycarbonyl-ethylsulfanyl}-butyric acid methyl ester; hydrochloride

There total 5 articles about 4-{(R)-2-[(S)-2-((S)-2-Amino-4-carbamoyl-butyrylamino)-3-carbamoyl-propionylamino]-2-tert-butoxycarbonyl-ethylsulfanyl}-butyric acid methyl ester; hydrochloride 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:

o-nitrobenzenesulfenyl-L-glutaminyl-L-asparaginyl-S-(γ-methoxycarbonylpropyl)-L-cysteine tert-butyl ester (78397-68-9) → 4-{(R)-2-[(S)-2-((S)-2-Amino-4-carbamoyl-butyrylamino)-3-carbamoyl-propionylamino]-2-tert-butoxycarbonyl-ethylsulfanyl}-butyric acid methyl ester; hydrochloride (78397-69-0)

Guidance literature:

With hydrogenchloride; In diethyl ether; N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1135/cccc19810278

Reference yield:

S-(γ-methoxycarbonylpropyl)-L-cysteine (30845-08-0) → 4-{(R)-2-[(S)-2-((S)-2-Amino-4-carbamoyl-butyrylamino)-3-carbamoyl-propionylamino]-2-tert-butoxycarbonyl-ethylsulfanyl}-butyric acid methyl ester; hydrochloride (78397-69-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 48 percent / conc. H₂SO₄ / tetrahydrofuran / 10 h / Ambient temperature

2: 79 percent / N-ethylpiperidine / dimethylformamide / 24 h / Ambient temperature

3: HCl / dimethylformamide; diethyl ether / 0.07 h / Ambient temperature

4: 80 percent / N-ethylpiperidine / dimethylformamide / 40 h / Ambient temperature

5: HCl / dimethylformamide; diethyl ether / 4 h / Ambient temperature

With 1-ethyl-piperidine; hydrogenchloride; sulfuric acid; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1135/cccc19810278

Reference yield:

S-(γ-methoxycarbonylpropyl)-L-cysteine tert-butyl ester hydrochloride (78397-66-7) → 4-{(R)-2-[(S)-2-((S)-2-Amino-4-carbamoyl-butyrylamino)-3-carbamoyl-propionylamino]-2-tert-butoxycarbonyl-ethylsulfanyl}-butyric acid methyl ester; hydrochloride (78397-69-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / N-ethylpiperidine / dimethylformamide / 24 h / Ambient temperature

2: HCl / dimethylformamide; diethyl ether / 0.07 h / Ambient temperature

3: 80 percent / N-ethylpiperidine / dimethylformamide / 40 h / Ambient temperature

4: HCl / dimethylformamide; diethyl ether / 4 h / Ambient temperature

With 1-ethyl-piperidine; hydrogenchloride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1135/cccc19810278

upstream raw materials:

o-nitrobenzenesulfenyl-L-glutaminyl-L-asparaginyl-S-(γ-methoxycarbonylpropyl)-L-cysteine tert-butyl ester

S-(γ-methoxycarbonylpropyl)-L-cysteine

S-(γ-methoxycarbonylpropyl)-L-cysteine tert-butyl ester hydrochloride

o-nitrobenzenesulfenyl-L-asparaginyl-S-(γ-methoxycarbonylpropyl)-L-cysteine tert-butyl ester

Downstream raw materials:

o-nitrobenzenesulfenyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-S-(γ-methoxycarbonylpropyl)-L-cysteine tert-butyl ester

L-tyrosyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-S-(γ-carboxypropyl)-L-cysteine lactam

<8-N^G-p-toluenesulfonyl-L-arginine>deamino-1-carba-vasopressin

4-{(R)-2-[(S)-2-((S)-2-{(S)-2-[(S)-2-Amino-3-(4-tert-butoxy-phenyl)-propionylamino]-3-phenyl-propionylamino}-4-carbamoyl-butyrylamino)-3-carbamoyl-propionylamino]-2-tert-butoxycarbonyl-ethylsulfanyl}-butyric acid 4-nitro-phenyl ester; hydrochloride

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