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

Base Information

• Chemical Name: phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(phenylmethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate
• CAS No.: 150114-17-3
• Molecular Formula: C₂₆H₂₉N₃O₆S
• Molecular Weight: 511.599

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

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

Chemical Property:

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

There total 2 articles about phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(phenylmethoxy)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:

(R)-3-(2-Amino-thiazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester (132286-86-3) + benzyl chloroformate (501-53-1,94274-21-2) → (R)-3-(2-Benzyloxycarbonylamino-thiazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester (150114-17-3)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; Ambient temperature;

DOI:10.1021/jm00092a006

Reference yield:

(S)-3-(2-Amino-thiazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester (135704-30-2) + benzyl chloroformate (501-53-1,94274-21-2) → phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(phenylmethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate (150114-17-3)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; Ambient temperature;

DOI:10.1021/jm00092a006

Reference yield: 80.0%

phenylmethyl N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(phenylmethoxy)carbonyl>amino>-4-thiazolyl>-L-alaninate (150114-17-3) → N-<(1,1-dimethylethoxy)carbonyl>-3-<2-<<(phenylmethoxy)carbonyl>amino>-4-thiazolyl>-L-alanine (135704-24-4)

Guidance literature:

With potassium hydroxide; In ethanol; for 4h; Ambient temperature;

DOI:10.1021/jm00092a006

upstream raw materials:

(R)-3-(2-Amino-thiazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

benzyl chloroformate

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

Downstream raw materials:

(R)-3-(2-Benzyloxycarbonylamino-thiazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid

<1S-(1R*,2S*,3R*)>-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<2,3-dihydroxy-5-methyl-1-(cyclohexylmethyl)hexyl>-D-alaninamide

(4-{(R)-2-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-ethyl}-thiazol-2-yl)-carbamic acid benzyl ester

{4-[(R)-2-Amino-2-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethyl]-thiazol-2-yl}-carbamic acid benzyl ester

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