2-({benzyloxycarbonylmethyl-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 2-({benzyloxycarbonylmethyl-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS No.: 473267-60-6
• Molecular Formula: C₂₆H₃₄N₄O₇
• Molecular Weight: 514.579

Synonyms:2-({benzyloxycarbonylmethyl-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of 2-({benzyloxycarbonylmethyl-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 2-({benzyloxycarbonylmethyl-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 1 articles about 2-({benzyloxycarbonylmethyl-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl 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: 81.0%

thymidyl acetic acid (20924-05-4) + benzyl N-[(2S)-N-Boc-pyrrolidinylmethyl]glycinate → 2-({benzyloxycarbonylmethyl-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (473267-60-6)

Guidance literature:

thymidyl acetic acid; benzyl N-[(2S)-N-Boc-pyrrolidinylmethyl]glycinate; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide;

With dmap; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1002/1099-0690(200207)2002:14<2391::AID-EJOC2391>3.0.CO;2-D

Reference yield:

2-({benzyloxycarbonylmethyl-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (473267-60-6) → C40H53N9O11

Guidance literature:

Multi-step reaction with 4 steps

1: 82.1 percent / NaOH / H₂O; dioxane

2: HBTU; ethyldiisopropylamine / dimethylformamide

3: dimethylformamide

4: HBTU; N-ethyldiisopropylamine / dimethylformamide

With sodium hydroxide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200207)2002:14<2391::AID-EJOC2391>3.0.CO;2-D

Reference yield:

2-({benzyloxycarbonylmethyl-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (473267-60-6) → 2-({(benzylcarbamoyl-methyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 82.1 percent / NaOH / H₂O; dioxane

2: HBTU; ethyldiisopropylamine / dimethylformamide

With sodium hydroxide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200207)2002:14<2391::AID-EJOC2391>3.0.CO;2-D

upstream raw materials:

thymidyl acetic acid

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