methyl (2R,3S)-N-(tert-butoxycarbonyl)-β-phenylprolinate

Base Information

Chemical Name:methyl (2R,3S)-N-(tert-butoxycarbonyl)-β-phenylprolinate
CAS No.:1426559-88-7
Molecular Formula:C₁₇H₂₃NO₄
Molecular Weight:305.374
Hs Code.:

Synonyms:methyl (2R,3S)-N-(tert-butoxycarbonyl)-β-phenylprolinate

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Chemical Property of methyl (2R,3S)-N-(tert-butoxycarbonyl)-β-phenylprolinate

Chemical Property:

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Technology Process of methyl (2R,3S)-N-(tert-butoxycarbonyl)-β-phenylprolinate

There total 6 articles about methyl (2R,3S)-N-(tert-butoxycarbonyl)-β-phenylprolinate 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:

: 1426559-89-8
C₁₁H₁₃NO₂*ClH

: 1426559-88-7
methyl (2R,3S)-N-(tert-butoxycarbonyl)-β-phenylprolinate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetramethyl ammoniumhydroxide / acetonitrile / 72 h / 20 °C

2.1: caesium carbonate / methanol / 0.5 h / 20 °C

2.2: 96 h / 20 °C

3.1: Chiralpak IC column / hexane; chloroform; isopropyl alcohol / Resolution of racemate

With tetramethyl ammoniumhydroxide; caesium carbonate; In methanol; hexane; chloroform; isopropyl alcohol; acetonitrile;
DOI:10.1002/chir.22101

Reference yield:

: 14371-10-9
(E)-3-phenylpropenal

: 1426559-88-7
methyl (2R,3S)-N-(tert-butoxycarbonyl)-β-phenylprolinate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium ethanolate / ethanol / 10 °C / Inert atmosphere

2.1: triethylsilane; trifluoroacetic acid / chloroform / 4.17 h / 20 °C

3.1: acetic acid; hydrogenchloride / water / 12 h / Reflux

4.1: tetramethyl ammoniumhydroxide / acetonitrile / 72 h / 20 °C

5.1: caesium carbonate / methanol / 0.5 h / 20 °C

5.2: 96 h / 20 °C

6.1: Chiralpak IC column / hexane; chloroform; isopropyl alcohol / Resolution of racemate

With hydrogenchloride; triethylsilane; tetramethyl ammoniumhydroxide; sodium ethanolate; caesium carbonate; acetic acid; trifluoroacetic acid; In methanol; ethanol; hexane; chloroform; water; isopropyl alcohol; acetonitrile;
DOI:10.1002/chir.22101

Reference yield:

: 3005-63-8
1-acetyl-5-hydroxy-3-phenyl-pyrrolidine-2,2-dicarboxylic acid diethyl ester

: 1426559-88-7
methyl (2R,3S)-N-(tert-butoxycarbonyl)-β-phenylprolinate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylsilane; trifluoroacetic acid / chloroform / 4.17 h / 20 °C

2.1: acetic acid; hydrogenchloride / water / 12 h / Reflux

3.1: tetramethyl ammoniumhydroxide / acetonitrile / 72 h / 20 °C

4.1: caesium carbonate / methanol / 0.5 h / 20 °C

4.2: 96 h / 20 °C

5.1: Chiralpak IC column / hexane; chloroform; isopropyl alcohol / Resolution of racemate

With hydrogenchloride; triethylsilane; tetramethyl ammoniumhydroxide; caesium carbonate; acetic acid; trifluoroacetic acid; In methanol; hexane; chloroform; water; isopropyl alcohol; acetonitrile;
DOI:10.1002/chir.22101