(S)-3-[3-(tert-Butoxycarbonylamino-methyl)-phenyl]-2-hydroxy-propionic acid methyl ester

Base Information

Chemical Name:(S)-3-[3-(tert-Butoxycarbonylamino-methyl)-phenyl]-2-hydroxy-propionic acid methyl ester
CAS No.:207985-69-1
Molecular Formula:C₁₆H₂₃NO₅
Molecular Weight:309.362
Hs Code.:

Synonyms:(S)-3-[3-(tert-Butoxycarbonylamino-methyl)-phenyl]-2-hydroxy-propionic acid methyl ester

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Chemical Property of (S)-3-[3-(tert-Butoxycarbonylamino-methyl)-phenyl]-2-hydroxy-propionic acid methyl ester

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Technology Process of (S)-3-[3-(tert-Butoxycarbonylamino-methyl)-phenyl]-2-hydroxy-propionic acid methyl ester

There total 1 articles about (S)-3-[3-(tert-Butoxycarbonylamino-methyl)-phenyl]-2-hydroxy-propionic acid methyl 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: 69.0%

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

: (S)-3-(3-Aminomethyl-phenyl)-2-hydroxy-propionic acid methyl ester; hydrochloride

: 207985-69-1
(S)-3-[3-(tert-Butoxycarbonylamino-methyl)-phenyl]-2-hydroxy-propionic acid methyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;
DOI:10.1021/ja973713z

Reference yield:

: 207985-69-1
(S)-3-[3-(tert-Butoxycarbonylamino-methyl)-phenyl]-2-hydroxy-propionic acid methyl ester

: 207985-96-4
(S)-3-Amino-N-[(R)-1-({(S)-2-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-1-methoxycarbonyl-ethoxy}-methoxy-phosphoryl)-3-methyl-butyl]-succinamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 0 - 25 °C

2: H₂ / 10percent Pd/C / ethyl acetate / 2 h

3: EDC, HOBt / dimethylformamide; ethyl acetate / 16 h / Ambient temperature

4: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 4 h

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja973713z

Reference yield:

: 207985-69-1
(S)-3-[3-(tert-Butoxycarbonylamino-methyl)-phenyl]-2-hydroxy-propionic acid methyl ester

: 207985-94-2
(S)-N-((R)-1-{[(S)-2-(3-Aminomethyl-phenyl)-1-methoxycarbonyl-ethoxy]-methoxy-phosphoryl}-3-methyl-butyl)-3-[(S)-3-methyl-2-(3-methyl-butyrylamino)-butyrylamino]-succinamic acid

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / CH₂Cl₂ / 0 - 25 °C

2: H₂ / 10percent Pd/C / ethyl acetate / 2 h

3: EDC, HOBt / dimethylformamide; ethyl acetate / 16 h / Ambient temperature

4: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 4 h

5: 73 percent / EDC, HOBt / dimethylformamide / 12 h / 0 °C

6: H₂ / 10percent Pd/C / ethyl acetate

7: EDC / dimethylformamide

8: 88 percent / TFA, Me₂S / CH₂Cl₂ / 0.5 h

With dimethylsulfide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja973713z