(S)-1-[2'-(1-tert-butoxycarbonylamino-2-methylpropyl)-[2,4']-bithiazol-4-yl]-1-ethoxy-3-(4-nitrobenzyloxycarbonyl)-2-aza-1,3-butadiene

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Chemical Name:(S)-1-[2'-(1-tert-butoxycarbonylamino-2-methylpropyl)-[2,4']-bithiazol-4-yl]-1-ethoxy-3-(4-nitrobenzyloxycarbonyl)-2-aza-1,3-butadiene
CAS No.:870820-75-0
Molecular Formula:C₂₈H₃₃N₅O₇S₂
Molecular Weight:615.731
Hs Code.:

Synonyms:(S)-1-[2'-(1-tert-butoxycarbonylamino-2-methylpropyl)-[2,4']-bithiazol-4-yl]-1-ethoxy-3-(4-nitrobenzyloxycarbonyl)-2-aza-1,3-butadiene

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Chemical Property of (S)-1-[2'-(1-tert-butoxycarbonylamino-2-methylpropyl)-[2,4']-bithiazol-4-yl]-1-ethoxy-3-(4-nitrobenzyloxycarbonyl)-2-aza-1,3-butadiene

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Technology Process of (S)-1-[2'-(1-tert-butoxycarbonylamino-2-methylpropyl)-[2,4']-bithiazol-4-yl]-1-ethoxy-3-(4-nitrobenzyloxycarbonyl)-2-aza-1,3-butadiene

There total 8 articles about (S)-1-[2'-(1-tert-butoxycarbonylamino-2-methylpropyl)-[2,4']-bithiazol-4-yl]-1-ethoxy-3-(4-nitrobenzyloxycarbonyl)-2-aza-1,3-butadiene 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: 50.0%

: (S)-O-acetyl-serine 4-nitrobenzyl ester hydrochloride

: 706785-57-1
(S)-ethyl 2'-(1-tert-butoxycarbonylamino-2-methylpropyl)-[2,4']-bithiazoyl-4-carboximidate

: 870820-75-0
(S)-1-[2'-(1-tert-butoxycarbonylamino-2-methylpropyl)-[2,4']-bithiazol-4-yl]-1-ethoxy-3-(4-nitrobenzyloxycarbonyl)-2-aza-1,3-butadiene

Guidance literature:: (S)-O-acetyl-serine 4-nitrobenzyl ester hydrochloride; (S)-ethyl 2'-(1-tert-butoxycarbonylamino-2-methylpropyl)-[2,4']-bithiazoyl-4-carboximidate; In dichloromethane; at 20 ℃;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; at 20 ℃;
DOI:10.1021/ja0547937

Reference yield:

: (S)-N-(tert-butoxycarbonyl)-O-acetyl-serine 4-nitrobenzyl ester

: 870820-75-0
(S)-1-[2'-(1-tert-butoxycarbonylamino-2-methylpropyl)-[2,4']-bithiazol-4-yl]-1-ethoxy-3-(4-nitrobenzyloxycarbonyl)-2-aza-1,3-butadiene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 87 percent / HCl / dioxane / 3 h / 20 °C

2.1: CH₂Cl₂ / 20 °C

2.2: 50 percent / DBU / CHCl₃ / 20 °C

With hydrogenchloride; In 1,4-dioxane; dichloromethane;
DOI:10.1021/ja0547937

Reference yield:

: 96929-07-6
2-<(S)-1--2-methylpropyl>-4-carbethoxythiazole

: 870820-75-0
(S)-1-[2'-(1-tert-butoxycarbonylamino-2-methylpropyl)-[2,4']-bithiazol-4-yl]-1-ethoxy-3-(4-nitrobenzyloxycarbonyl)-2-aza-1,3-butadiene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / aq. NH₃ / methanol / 20 °C

2.1: 89 percent / Lawesson's reagent / CH₂Cl₂ / 36 h

3.1: potassium hydrogen carbonate / 1,2-dimethoxy-ethane / -40 - -17 °C

3.2: 94 percent / trifluoroacetic anhydride; 2,6-lutidine / 1,2-dimethoxy-ethane / 2 h / -20 °C

4.1: 98 percent / aq. NH₃ / methanol / 20 °C

5.1: 100 percent / CH₂Cl₂ / 18 h / 20 °C

6.1: CH₂Cl₂ / 20 °C

6.2: 50 percent / DBU / CHCl₃ / 20 °C

With Lawessons reagent; ammonium hydroxide; potassium hydrogencarbonate; In methanol; 1,2-dimethoxyethane; dichloromethane; 3.1: Hantzsch reaction;
DOI:10.1021/ja0547937