6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carboxylic acid (S)-1-benzyloxycarbonyl-2-(1-trityl-1H-imidazol-4-yl)-ethyl ester

Base Information

• Chemical Name: 6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carboxylic acid (S)-1-benzyloxycarbonyl-2-(1-trityl-1H-imidazol-4-yl)-ethyl ester
• CAS No.: 176752-44-6
• Molecular Formula: C₄₉H₅₃N₉O₈
• Molecular Weight: 896.015

Synonyms:6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carboxylic acid (S)-1-benzyloxycarbonyl-2-(1-trityl-1H-imidazol-4-yl)-ethyl ester

Chemical Property of 6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carboxylic acid (S)-1-benzyloxycarbonyl-2-(1-trityl-1H-imidazol-4-yl)-ethyl ester

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Technology Process of 6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carboxylic acid (S)-1-benzyloxycarbonyl-2-(1-trityl-1H-imidazol-4-yl)-ethyl ester

There total 6 articles about 6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carboxylic acid (S)-1-benzyloxycarbonyl-2-(1-trityl-1H-imidazol-4-yl)-ethyl 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: 26.0%

pyrimidoblamic acid (75452-30-1) + (S)-2-Hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid benzyl ester (176752-43-5) → 6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carboxylic acid (S)-1-benzyloxycarbonyl-2-(1-trityl-1H-imidazol-4-yl)-ethyl ester (176752-44-6)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; at 25 ℃; for 96h;

DOI:10.1016/0968-0896(95)00183-2

Reference yield:

(S)-2-Hydroxy-3-(1H-imidazol-4-yl)-propionic acid methyl ester (80941-71-5) → 6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carboxylic acid (S)-1-benzyloxycarbonyl-2-(1-trityl-1H-imidazol-4-yl)-ethyl ester (176752-44-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / Et₃N / dimethylformamide / 24 h / 23 °C

2: 96 percent / aq. LiOH / methanol; tetrahydrofuran / 1 h

3: 76 percent / KI, K₂CO₃ / dimethylformamide / 20 h / 23 °C

4: 26 percent / Et₃N, BOPCl / CH₂Cl₂ / 96 h / 25 °C

With lithium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; potassium carbonate; triethylamine; potassium iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0968-0896(95)00183-2

Reference yield:

(S)-2-Hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid (176752-42-4) → 6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carboxylic acid (S)-1-benzyloxycarbonyl-2-(1-trityl-1H-imidazol-4-yl)-ethyl ester (176752-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / KI, K₂CO₃ / dimethylformamide / 20 h / 23 °C

2: 26 percent / Et₃N, BOPCl / CH₂Cl₂ / 96 h / 25 °C

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; potassium carbonate; triethylamine; potassium iodide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0968-0896(95)00183-2

upstream raw materials:

pyrimidoblamic acid

(S)-2-Hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid benzyl ester

(S)-2-Hydroxy-3-(1H-imidazol-4-yl)-propionic acid methyl ester

(S)-2-Hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid

Downstream raw materials:

N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[1-(S)-(({4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pentyl}amino...

6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carboxylic acid (S)-1-carboxy-2-(1-trityl-1H-imidazol-4-yl)-ethyl ester

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