N-(tert-butyloxycarbonyl)-(S)-valinyl-5-amino-2-(4-methoxybenzyl)-2H-pyrazole-3-carboxylic acid methyl ester

Base Information

Chemical Name:N-(tert-butyloxycarbonyl)-(S)-valinyl-5-amino-2-(4-methoxybenzyl)-2H-pyrazole-3-carboxylic acid methyl ester
CAS No.:728896-86-4
Molecular Formula:C₂₃H₃₂N₄O₆
Molecular Weight:460.53
Hs Code.:

Synonyms:N-(tert-butyloxycarbonyl)-(S)-valinyl-5-amino-2-(4-methoxybenzyl)-2H-pyrazole-3-carboxylic acid methyl ester

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Chemical Property of N-(tert-butyloxycarbonyl)-(S)-valinyl-5-amino-2-(4-methoxybenzyl)-2H-pyrazole-3-carboxylic acid methyl ester

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Technology Process of N-(tert-butyloxycarbonyl)-(S)-valinyl-5-amino-2-(4-methoxybenzyl)-2H-pyrazole-3-carboxylic acid methyl ester

There total 1 articles about N-(tert-butyloxycarbonyl)-(S)-valinyl-5-amino-2-(4-methoxybenzyl)-2H-pyrazole-3-carboxylic acid 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: 52.0%

: 13734-41-3
t-Boc-L-valine

: 625386-12-1
5-amino-2-(p-methoxybenzyl)-2H-pyrazole-3-carboxylic acid methyl ester

: 728896-86-4
N-(tert-butyloxycarbonyl)-(S)-valinyl-5-amino-2-(4-methoxybenzyl)-2H-pyrazole-3-carboxylic acid methyl ester

Guidance literature:: With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); lutidin; 6-chloro-1-hydroxybenzotriazole; In dichloromethane; N,N-dimethyl-formamide; for 2h;
DOI:10.1021/jo0496603

Reference yield:

: 728896-86-4
N-(tert-butyloxycarbonyl)-(S)-valinyl-5-amino-2-(4-methoxybenzyl)-2H-pyrazole-3-carboxylic acid methyl ester

: 940964-35-2
N^ε-tert-butyloxycarbonyl-(S)-lysinyl-(S)-valinyl-5-amino-2-(4-methoxybenzyl)-2H-pyrazole-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: CF₃CO₂H / CH₂Cl₂

2.1: HCTU; Cl-HOBt; 2,6-lutidine / dimethylformamide; CH₂Cl₂ / 0.17 h / 0 °C

2.2: dimethylformamide; CH₂Cl₂

3.1: 80 percent / H₂ / Pd/C / methanol; tetrahydrofuran

With 2,6-dimethylpyridine; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); hydrogen; 6-chloro-1-hydroxybenzotriazole; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja045558b

Reference yield:

: 728896-86-4
N-(tert-butyloxycarbonyl)-(S)-valinyl-5-amino-2-(4-methoxybenzyl)-2H-pyrazole-3-carboxylic acid methyl ester

: 849599-83-3
5-(2-{6-tert-butoxycarbonylamino-2-[(2-(4-methoxy-benzyl)-5-{2-[2-(2-methoxy-ethoxy)-ethoxy]-acetylamino}-2H-pyrazole-3-carbonyl)-amino]-hexanoylamino}-3-methyl-butyrylamino)-2-(4-methoxy-benzyl)-2H-pyrazole-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: CF₃CO₂H / CH₂Cl₂

2.1: HCTU; Cl-HOBt; 2,6-lutidine / dimethylformamide; CH₂Cl₂ / 0.17 h / 0 °C

2.2: dimethylformamide; CH₂Cl₂

3.1: 80 percent / H₂ / Pd/C / methanol; tetrahydrofuran

4.1: 66 percent / 2-chloro-1-methylpyridinium iodide; diisopropylethylamine / CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); 2-chloro-1-methyl-pyridinium iodide; hydrogen; N-ethyl-N,N-diisopropylamine; 6-chloro-1-hydroxybenzotriazole; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja045558b