(S)-ethyl 2-(2-(2-(tert-butoxycarbonylamino)-3-phenylpropanamido)thiazol-4-yl)acetate

Base Information

• Chemical Name: (S)-ethyl 2-(2-(2-(tert-butoxycarbonylamino)-3-phenylpropanamido)thiazol-4-yl)acetate
• CAS No.: 163486-55-3
• Molecular Formula: C₂₁H₂₇N₃O₅S
• Molecular Weight: 433.528

Synonyms:(S)-ethyl 2-(2-(2-(tert-butoxycarbonylamino)-3-phenylpropanamido)thiazol-4-yl)acetate

Chemical Property of (S)-ethyl 2-(2-(2-(tert-butoxycarbonylamino)-3-phenylpropanamido)thiazol-4-yl)acetate

Chemical Property:

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Technology Process of (S)-ethyl 2-(2-(2-(tert-butoxycarbonylamino)-3-phenylpropanamido)thiazol-4-yl)acetate

There total 3 articles about (S)-ethyl 2-(2-(2-(tert-butoxycarbonylamino)-3-phenylpropanamido)thiazol-4-yl)acetate 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: 78.0%

ethyl 2-amino-1,3-thiazol-4-acetate (53266-94-7) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-ethyl 2-(2-(2-(tert-butoxycarbonylamino)-3-phenylpropanamido)thiazol-4-yl)acetate (163486-55-3)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

ethyl 2-amino-1,3-thiazol-4-acetate; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.3109/14756366.2010.534732

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (S)-ethyl 2-(2-(2-(tert-butoxycarbonylamino)-3-phenylpropanamido)thiazol-4-yl)acetate (163486-55-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran

2.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 0.17 h / 0 °C

2.2: 4 h / 0 - 20 °C

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.3109/14756366.2010.534732

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (S)-ethyl 2-(2-(2-(tert-butoxycarbonylamino)-3-phenylpropanamido)thiazol-4-yl)acetate (163486-55-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran

2.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 0.17 h / 0 °C

2.2: 4 h / 0 - 20 °C

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.3109/14756366.2010.534732

upstream raw materials:

ethyl 2-amino-1,3-thiazol-4-acetate

N-tert-butoxycarbonyl-L-phenylalanine

L-phenylalanine

di-tert-butyl dicarbonate

Downstream raw materials:

(S)-ethyl 2-(2-(2-amino-3-phenylpropanamido)thiazol-4-yl)acetate

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