3-benzyloxycarbonylamino-5-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-benzoic acid ethyl ester

Base Information

• Chemical Name: 3-benzyloxycarbonylamino-5-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-benzoic acid ethyl ester
• CAS No.: 871805-30-0
• Molecular Formula: C₂₇H₃₅N₃O₇
• Molecular Weight: 513.591

Synonyms:3-benzyloxycarbonylamino-5-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-benzoic acid ethyl ester

Chemical Property of 3-benzyloxycarbonylamino-5-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-benzoic acid ethyl ester

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Technology Process of 3-benzyloxycarbonylamino-5-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-benzoic acid ethyl ester

There total 3 articles about 3-benzyloxycarbonylamino-5-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-benzoic 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: 85.0%

ethyl 3-amino-5-[(benzyloxycarbonyl)amino]benzoate (871805-28-6) + t-Boc-L-valine (13734-41-3) → 3-benzyloxycarbonylamino-5-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-benzoic acid ethyl ester (871805-30-0)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane; at 0 - 25 ℃; for 12h;

DOI:10.1016/j.tet.2005.08.006

Reference yield:

3,5-diaminobenzoic acid ethyl ester (1949-51-5) → 3-benzyloxycarbonylamino-5-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-benzoic acid ethyl ester (871805-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / NaOH / H₂O; tetrahydrofuran / 3 h / 5 - 25 °C

2: 85 percent / ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate / CH₂Cl₂ / 12 h / 0 - 25 °C

With sodium hydroxide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tet.2005.08.006

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 3-benzyloxycarbonylamino-5-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-benzoic acid ethyl ester (871805-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / NaOH / H₂O; tetrahydrofuran / 3 h / 5 - 25 °C

2: 85 percent / ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate / CH₂Cl₂ / 12 h / 0 - 25 °C

With sodium hydroxide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tet.2005.08.006

upstream raw materials:

ethyl 3-amino-5-[(benzyloxycarbonyl)amino]benzoate

t-Boc-L-valine

3,5-diaminobenzoic acid ethyl ester

benzyl chloroformate

Downstream raw materials:

3-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-5-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-benzoic acid ethyl ester

3-amino-5-(2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-benzoic acid ethyl ester

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