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

Base Information

• Chemical Name: 2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid
• CAS No.: 474686-43-6
• Molecular Formula: C₂₀H₂₄N₂O₆S
• Molecular Weight: 420.486

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

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

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

There total 2 articles about 2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid 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: 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-amino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid ethyl ester; compound with trifluoro-acetic acid → 2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid (474686-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / diisopropylethyl amine / CH₂Cl₂ / 4 h / 20 °C

2: 97 percent / LiOH*H₂O / ethanol; H₂O / 3.5 h / 0 °C

With lithium hydroxide; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; water;

DOI:10.1021/ol026463m

Reference yield: 99.0%

2-(1-amino-5-tert-butoxycarbonylamino-pentyl)-oxazole-4-carboxylic acid methyl ester (474686-45-8) + 2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carboxylic acid (474686-43-6) → 2-(1-{[2-(1-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propyl)-thiazole-4-carbonyl]-amino}-5-tert-butoxycarbonylamino-pentyl)-oxazole-4-carboxylic acid methyl ester (474686-46-9)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1021/ol026463m

upstream raw materials:

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

Downstream raw materials:

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

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

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