(S)-2-tert-Butoxycarbonylamino-5-(2-methoxymethoxy-phenyl)-5-oxo-pentanoic acid ethyl ester

Base Information

Chemical Name:(S)-2-tert-Butoxycarbonylamino-5-(2-methoxymethoxy-phenyl)-5-oxo-pentanoic acid ethyl ester
CAS No.:177741-59-2
Molecular Formula:C₂₀H₂₉NO₇
Molecular Weight:395.453
Hs Code.:

Synonyms:(S)-2-tert-Butoxycarbonylamino-5-(2-methoxymethoxy-phenyl)-5-oxo-pentanoic acid ethyl ester

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Chemical Property of (S)-2-tert-Butoxycarbonylamino-5-(2-methoxymethoxy-phenyl)-5-oxo-pentanoic acid ethyl ester

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Technology Process of (S)-2-tert-Butoxycarbonylamino-5-(2-methoxymethoxy-phenyl)-5-oxo-pentanoic acid ethyl ester

There total 1 articles about (S)-2-tert-Butoxycarbonylamino-5-(2-methoxymethoxy-phenyl)-5-oxo-pentanoic acid ethyl ester 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: 42.0%

: 144978-35-8,144978-12-1,251924-83-1
(S)-ethyl N-tert-butoxycarbonylpyroglutamate

: 146746-34-1
2-(methoxy)methoxyphenylmagnesium bromide

: 177741-59-2
(S)-2-tert-Butoxycarbonylamino-5-(2-methoxymethoxy-phenyl)-5-oxo-pentanoic acid ethyl ester

Guidance literature:: In tetrahydrofuran; a) -40 deg C, 1 h, b) 0 deg C, 1 h;
DOI:10.1021/jm950783c

Reference yield: 92.0%

: 177741-59-2
(S)-2-tert-Butoxycarbonylamino-5-(2-methoxymethoxy-phenyl)-5-oxo-pentanoic acid ethyl ester

: 177741-67-2
(S)-5-(2-Hydroxy-phenyl)-3,4-dihydro-2H-pyrrole-2-carboxylic acid ethyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/jm950783c

Reference yield:

: 177741-59-2
(S)-2-tert-Butoxycarbonylamino-5-(2-methoxymethoxy-phenyl)-5-oxo-pentanoic acid ethyl ester

: (2S,5R)-5-(2-Hydroxy-phenyl)-1-{2-[(S)-2-mercapto-3-(4-methoxy-phenyl)-propionylamino]-acetyl}-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / TFA / CH₂Cl₂ / 2 h / 0 °C

2: 92 percent / H₂ / PtO₂ / ethanol / 22501.8 Torr / Ambient temperature

3: 1.) cyanuric chloride, Et₃N / 1.) acetone, RT, 3 h, 2.) CH₂Cl₂, RT, overnight

4: H₂, HCl / 10percent Pd/C / ethanol

5: 50 percent / Et₃N, HOBt / tetrahydrofuran; CHCl₃ / a) 0 deg C, 1 h, b) RT, overnight

6: 83 percent / 1 N NaOH / methanol / 2 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; 1,3,5-trichloro-2,4,6-triazine; hydrogen; benzotriazol-1-ol; triethylamine; trifluoroacetic acid; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform;
DOI:10.1021/jm950783c