N[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(2-thienyl)benzoyl]-methionine methyl ester

Base Information

Chemical Name:N[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(2-thienyl)benzoyl]-methionine methyl ester
CAS No.:261636-50-4
Molecular Formula:C₄₄H₄₉N₃O₅S₃
Molecular Weight:796.088
Hs Code.:

Synonyms:N[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(2-thienyl)benzoyl]-methionine methyl ester

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Chemical Property of N[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(2-thienyl)benzoyl]-methionine methyl ester

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Technology Process of N[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(2-thienyl)benzoyl]-methionine methyl ester

There total 7 articles about N[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(2-thienyl)benzoyl]-methionine methyl 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: 46.0%

: 149910-63-4
N-α-(tert-butoxycarbonyl)-S-(triphenylmethyl)-L-cysteinal

: 191102-97-3
(S)-2-(4-Amino-2-thiophen-2-yl-benzoylamino)-4-methylsulfanyl-butyric acid methyl ester

: 261636-50-4
N[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(2-thienyl)benzoyl]-methionine methyl ester

Guidance literature:: N-α-(tert-butoxycarbonyl)-S-(triphenylmethyl)-L-cysteinal; (S)-2-(4-Amino-2-thiophen-2-yl-benzoylamino)-4-methylsulfanyl-butyric acid methyl ester; In methanol; for 0.166667h;

With sodium cyanoborohydride; In methanol; at 20 ℃; for 12h;
DOI:10.1016/S0968-0896(99)00252-7

Reference yield:

: 16426-64-5
2-bromo-4-nitrobenzoic acid

: 261636-50-4
N[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(2-thienyl)benzoyl]-methionine methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / thionyl chloride / 3 h / Heating

2.1: 57 percent / trisodium phosphate; Pd(PPh₃)4 / dimethylformamide / 12 h / 100 °C

3.1: 100 percent / aq. NaOH / methanol / 2 h / Heating

4.1: 90 percent / Et₃N; EDCI; HOBT / CH₂Cl₂ / 10 h / 20 °C

5.1: SnCl₂ hydrate

6.1: methanol / 0.17 h

6.2: 46 percent / sodium cyanoborohydride / methanol / 12 h / 20 °C

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium phosphate; tin(ll) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Esterification / 2.1: Substitution / 3.1: Hydrolysis / 4.1: Acylation / 5.1: Reduction / 6.1: Condensation / 6.2: Reduction;
DOI:10.1016/S0968-0896(99)00252-7

Reference yield:

: 100959-22-6
methyl 2-bromo-4-nitrobenzoate

: 261636-50-4
N[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(2-thienyl)benzoyl]-methionine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 57 percent / trisodium phosphate; Pd(PPh₃)4 / dimethylformamide / 12 h / 100 °C

2.1: 100 percent / aq. NaOH / methanol / 2 h / Heating

3.1: 90 percent / Et₃N; EDCI; HOBT / CH₂Cl₂ / 10 h / 20 °C

4.1: SnCl₂ hydrate

5.1: methanol / 0.17 h

5.2: 46 percent / sodium cyanoborohydride / methanol / 12 h / 20 °C

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium phosphate; tin(ll) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Hydrolysis / 3.1: Acylation / 4.1: Reduction / 5.1: Condensation / 5.2: Reduction;
DOI:10.1016/S0968-0896(99)00252-7