2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid ethyl ester

Base Information

• Chemical Name: 2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid ethyl ester
• CAS No.: 474686-41-4
• Molecular Formula: C₂₂H₂₈N₂O₆S
• Molecular Weight: 448.54

Synonyms:2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid ethyl ester

Chemical Property of 2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of 2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid ethyl ester

There total 1 articles about 2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid 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: 100.0%

2-(1-amino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid ethyl ester; compound with trifluoro-acetic acid + benzyl chloroformate (501-53-1,94274-21-2) → 2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid ethyl ester (474686-41-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ol026463m

Reference yield: 97.0%

2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid ethyl ester (474686-41-4) → 2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid (474686-43-6)

Guidance literature:

With lithium hydroxide; In ethanol; water; at 0 ℃; for 3.5h;

DOI:10.1021/ol026463m

Reference yield:

2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid ethyl ester (474686-41-4) → 2-((S)-5-Amino-1-{[2-((S)-1-benzyloxycarbonylamino-3-carboxy-propyl)-thiazole-4-carbonyl]-amino}-pentyl)-oxazole-4-carboxylic acid methyl ester; compound with trifluoro-acetic acid

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / LiOH*H₂O / ethanol; H₂O / 3.5 h / 0 °C

2: 99 percent / benzotriazol-1-yl-oxy-tris(dimethylamino) phosphonium PF₆; diisopropylethylamine / dimethylformamide / 18 h / 20 °C

3: 100 percent / CH₂Cl₂ / 2 h / 20 °C

With lithium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ol026463m

upstream raw materials:

benzyl chloroformate

Downstream raw materials:

2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid

2-((4S,13S)-13-Benzyloxycarbonylamino-2,10-dioxo-15-thia-3,9,17-triaza-bicyclo[12.2.1]heptadeca-1⁽¹⁶⁾,14⁽¹⁷⁾-dien-4-yl)-oxazole-4-carboxylic acid

2-(1-{[2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carbonyl]-amino}-5-tert-butoxycarbonylamino-pentyl)-oxazole-4-carboxylic acid methyl ester

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