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

Base Information

• Chemical Name: 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
• CAS No.: 78397-75-8
• Molecular Formula: C₄₈H₆₄N₈O₁₃S*ClH
• Molecular Weight: 1029.61

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 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

There total 12 articles about 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 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:

bis(p-nitrophenyl)sulfite (25887-81-4) → 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 (78397-75-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.1 g / pyridine / 29 h / Ambient temperature

2: HCl / dimethylformamide / 0.07 h / Ambient temperature

With hydrogenchloride; In pyridine; N,N-dimethyl-formamide;

DOI:10.1135/cccc19810278

Reference yield:

S-(γ-methoxycarbonylpropyl)-L-cysteine (30845-08-0) → 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 (78397-75-8)

Guidance literature:

Multi-step reaction with 11 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

6: 79 percent / N-ethylpiperidine / dimethylformamide / 40 h / Ambient temperature

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

8: 60 percent / NaOH / H₂O / 0.17 h

9: 71 percent / N-ethylpiperidine / dimethylformamide / 72 h / Ambient temperature

10: 1.1 g / pyridine / 29 h / Ambient temperature

11: HCl / dimethylformamide / 0.07 h / Ambient temperature

With 1-ethyl-piperidine; hydrogenchloride; sodium hydroxide; sulfuric acid; In tetrahydrofuran; pyridine; diethyl ether; water; 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-{(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 (78397-75-8)

Guidance literature:

Multi-step reaction with 10 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

5: 79 percent / N-ethylpiperidine / dimethylformamide / 40 h / Ambient temperature

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

7: 60 percent / NaOH / H₂O / 0.17 h

8: 71 percent / N-ethylpiperidine / dimethylformamide / 72 h / Ambient temperature

9: 1.1 g / pyridine / 29 h / Ambient temperature

10: HCl / dimethylformamide / 0.07 h / Ambient temperature

With 1-ethyl-piperidine; hydrogenchloride; sodium hydroxide; In pyridine; diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1135/cccc19810278

upstream raw materials:

C₅₄H₆₇N₉O₁₅S₂

bis(p-nitrophenyl)sulfite

S-(γ-methoxycarbonylpropyl)-L-cysteine

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

Downstream raw materials:

δ<1-Carba,Gly⁹>vasopressin

<7-glycine>deamino-1-carba-vasopressin

<7-glycine, 8-N^G-p-toluenesulfonyl-L-arginine>deamino-1-carba-vasopressin

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

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