phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate

Base Information

Chemical Name:phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate
CAS No.:135703-86-5
Molecular Formula:C₂₁H₂₄Cl₃N₃O₆S
Molecular Weight:552.863
Hs Code.:

Synonyms:phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate

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Chemical Property of phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate

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Technology Process of phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate

There total 1 articles about phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate 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: 98.0%

: 135704-30-2
(S)-3-(2-Amino-thiazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 135703-86-5
phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate

Guidance literature:: With dmap; In dichloromethane; at -20 ℃; for 4h;
DOI:10.1021/jm00092a006

Reference yield:

: 135703-86-5
phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate

: 142185-82-8
(3R,4S)-4-{(S)-2-Amino-3-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-yl]-propionylamino}-5-cyclohexyl-2,2-difluoro-3-hydroxy-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / aq. KOH / methanol / 3.5 h / Ambient temperature

2: 28 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC), Et₃N / dimethylformamide / 0 - 20 °C

3: 91 percent / HCl (gas) / CH₂Cl₂; methanol / Ambient temperature

With hydrogenchloride; potassium hydroxide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a006

Reference yield:

: 135703-86-5
phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate

: 135703-88-7
2,2,2-trichloroethyl <1S-<1R*(R*),2S*,3R*>>-<4-<3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-oxopropyl>-2-thiazolyl>carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / aq. KOH / methanol / 3.5 h / Ambient temperature

2: 73 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

With potassium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a006