(Z)-2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-phenyl-acrylic acid

Base Information

• Chemical Name: (Z)-2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-phenyl-acrylic acid
• CAS No.: 158743-56-7
• Molecular Formula: C₁₇H₁₈N₂O₄S
• Molecular Weight: 346.407
• Mol file: 158743-56-7.mol

Synonyms:(Z)-2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-phenyl-acrylic acid

Chemical Property of (Z)-2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-phenyl-acrylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-phenyl-acrylic acid

There total 4 articles about (Z)-2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-phenyl-acrylic 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: 63.0%

(Z)-2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-phenyl-acrylic acid ethyl ester (86978-20-3) → (Z)-2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-phenyl-acrylic acid (158743-56-7)

Guidance literature:

With sodium hydroxide; In ethanol; at 60 ℃;

DOI:10.7164/antibiotics.47.453

Reference yield:

benzaldehyde (100-52-7) → (Z)-2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-phenyl-acrylic acid (158743-56-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 15percent n-BuLi/n-hexane / tetrahydrofuran / -55 °C

2: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / Ambient temperature

3: 63 percent / 2N NaOH / ethanol / 60 °C

With sodium hydroxide; n-butyllithium; hexane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; benzene;

DOI:10.7164/antibiotics.47.453

Reference yield:

tert-butyl (2E)-2-[(tert-butoxycarbonyl)inimo]-4-(2-ethoxy-2-oxoethyl)-1,3-thiazole-3-(2H)-carboxylate (86978-09-8) → (Z)-2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-phenyl-acrylic acid (158743-56-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 15percent n-BuLi/n-hexane / tetrahydrofuran / -55 °C

2: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / Ambient temperature

3: 63 percent / 2N NaOH / ethanol / 60 °C

With sodium hydroxide; n-butyllithium; hexane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; benzene;

DOI:10.7164/antibiotics.47.453

upstream raw materials:

(Z)-2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-phenyl-acrylic acid ethyl ester

benzaldehyde

tert-butyl (2E)-2-[(tert-butoxycarbonyl)inimo]-4-(2-ethoxy-2-oxoethyl)-1,3-thiazole-3-(2H)-carboxylate

2-(2-tert-Butoxycarbonylamino-thiazol-4-yl)-3-tert-butoxycarbonyloxy-3-phenyl-propionic acid ethyl ester

Downstream raw materials:

diphenylmethyl 7β-<(Z)-2-(2-tert-butoxycarbonylaminothiazol-4-yl)-3-phenyl-2-propenoylamino>-3-cephem-4-carboxylate