2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carbonyl)-amino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid

Base Information

Chemical Name:2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carbonyl)-amino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid
CAS No.:895167-20-1
Molecular Formula:C₄₅H₆₂N₄O₁₀S
Molecular Weight:851.074
Hs Code.:

2-{2-[(3-{[2-<i>tert</i>-butoxycarbonylamino-3-(4-<i>tert</i>-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carbonyl)-amino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid

Synonyms:2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carbonyl)-amino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid

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Chemical Property of 2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carbonyl)-amino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid

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Technology Process of 2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carbonyl)-amino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid

There total 3 articles about 2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carbonyl)-amino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid 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:

: 895167-09-6
3-{[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carboxylic acid

: (S)-2-((S)-2-Amino-3-phenyl-propionylamino)-4-methylsulfanyl-butyric acid; compound with trifluoro-acetic acid

: 895167-20-1
2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carbonyl)-amino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid

Guidance literature:: 3-{[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carboxylic acid; With 4-methyl-morpholine; isobutyl chloroformate; In N,N-dimethyl-formamide; at -10 ℃; for 0.0333333h;

(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-4-methylsulfanyl-butyric acid; compound with trifluoro-acetic acid; In N,N-dimethyl-formamide; at -10 - 20 ℃;
DOI:10.1021/jm051026+

Reference yield:

: 97350-00-0
3-(aminomethyl)adamantane-1-carboxylic acid

: 895167-20-1
2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carbonyl)-amino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 70 percent / EDC*HCl; HOBt; NMM / dimethylformamide / 0 - 20 °C

2.1: NMM; isobutyl chloroformate / dimethylformamide / 0.03 h / -10 °C

2.2: dimethylformamide / -10 - 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; isobutyl chloroformate; In N,N-dimethyl-formamide;
DOI:10.1021/jm051026+

Reference yield:

: 1-bromo-3-(aminomethyl)adamantane hydrochloride

: 895167-20-1
2-{2-[(3-{[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-methyl}-adamantane-1-carbonyl)-amino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: H₂SO₄ / 1 h / cooling

2.1: 70 percent / EDC*HCl; HOBt; NMM / dimethylformamide / 0 - 20 °C

3.1: NMM; isobutyl chloroformate / dimethylformamide / 0.03 h / -10 °C

3.2: dimethylformamide / -10 - 20 °C

With 4-methyl-morpholine; sulfuric acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; isobutyl chloroformate; In N,N-dimethyl-formamide;
DOI:10.1021/jm051026+