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

Base Information

Chemical Name:N-[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(3-pyridyl)benzoyl]-methionine methyl ester
CAS No.:261636-58-2
Molecular Formula:C₄₅H₅₀N₄O₅S₂
Molecular Weight:791.048
Hs Code.:

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

There total 7 articles about N-[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(3-pyridyl)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

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

: 261636-58-2
N-[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(3-pyridyl)benzoyl]-methionine methyl ester

Guidance literature:: With sodium cyanoborohydride; In methanol; dichloromethane; at 20 ℃; for 15h;
DOI:10.1016/S0968-0896(99)00252-7

Reference yield:

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

: 261636-58-2
N-[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(3-pyridyl)benzoyl]-methionine methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / thionyl chloride / 3 h / Heating

2: 53 percent / (Ph₃P)2PdCl₂; CuI; LiCl / toluene / 13 h / Heating

3: aq. LiOH / methanol / 2 h / 20 °C

4: Et₃N; EDCI; HOBT / CH₂Cl₂ / 10 h / 20 °C

5: 45 percent / Raney nickel; hydrazine / methanol / 0.17 h / Heating

6: 46 percent / sodium cyanoborohydride / methanol; CH₂Cl₂ / 15 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; copper(l) iodide; thionyl chloride; nickel; sodium cyanoborohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; hydrazine; In methanol; dichloromethane; toluene; 1: Esterification / 2: Substitution / 3: Hydrolysis / 4: Acylation / 5: Reduction / 6: Condensation;
DOI:10.1016/S0968-0896(99)00252-7

Reference yield:

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

: 261636-58-2
N-[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-(3-pyridyl)benzoyl]-methionine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 53 percent / (Ph₃P)2PdCl₂; CuI; LiCl / toluene / 13 h / Heating

2: aq. LiOH / methanol / 2 h / 20 °C

3: Et₃N; EDCI; HOBT / CH₂Cl₂ / 10 h / 20 °C

4: 45 percent / Raney nickel; hydrazine / methanol / 0.17 h / Heating

5: 46 percent / sodium cyanoborohydride / methanol; CH₂Cl₂ / 15 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; copper(l) iodide; nickel; sodium cyanoborohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; hydrazine; In methanol; dichloromethane; toluene; 1: Substitution / 2: Hydrolysis / 3: Acylation / 4: Reduction / 5: Condensation;
DOI:10.1016/S0968-0896(99)00252-7