(3R)-N^α-tert-butoxycarbonyl-3-phenyl-5-(2-oxoethyl)-L-proline ethyl ester

Base Information

Chemical Name:(3R)-N^α-tert-butoxycarbonyl-3-phenyl-5-(2-oxoethyl)-L-proline ethyl ester
CAS No.:464173-93-1
Molecular Formula:C₂₀H₂₇NO₅
Molecular Weight:361.438
Hs Code.:

(3R)-N<sup>α</sup>-tert-butoxycarbonyl-3-phenyl-5-(2-oxoethyl)-L-proline ethyl ester

Synonyms:(3R)-N^α-tert-butoxycarbonyl-3-phenyl-5-(2-oxoethyl)-L-proline ethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R)-N^α-tert-butoxycarbonyl-3-phenyl-5-(2-oxoethyl)-L-proline ethyl ester

Chemical Property:

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Technology Process of (3R)-N^α-tert-butoxycarbonyl-3-phenyl-5-(2-oxoethyl)-L-proline ethyl ester

There total 3 articles about (3R)-N^α-tert-butoxycarbonyl-3-phenyl-5-(2-oxoethyl)-L-proline 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: 81.0%

: 464173-92-0
(3R)-N^α-tert-butoxycarbonyl-5-allyl-3-phenyl-L-proline ethyl ester

: 464173-93-1
(3R)-N^α-tert-butoxycarbonyl-3-phenyl-5-(2-oxoethyl)-L-proline ethyl ester

Guidance literature:: (3R)-N^α-tert-butoxycarbonyl-5-allyl-3-phenyl-L-proline ethyl ester; With ozone; In dichloromethane; at -78 ℃;

With dimethylsulfide; In dichloromethane; at 20 ℃; for 120h; Further stages.;
DOI:10.1021/jo0203591

Reference yield:

: (2S,3R)-5-Hydroxy-3-phenyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

: 464173-93-1
(3R)-N^α-tert-butoxycarbonyl-3-phenyl-5-(2-oxoethyl)-L-proline ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 82 percent / BF₃*Et₂O / diethyl ether

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: 81 percent / (CH₃)2S / CH₂Cl₂ / 120 h / 20 °C

With boron trifluoride diethyl etherate; ozone; In diethyl ether; dichloromethane;
DOI:10.1021/jo0203591

Reference yield:

: 464173-90-8
ethyl (2S,3R)-N-tert-butoxycarbonyl-3-phenylpyroglutamate

: 464173-93-1
(3R)-N^α-tert-butoxycarbonyl-3-phenyl-5-(2-oxoethyl)-L-proline ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium triethylborohydride / tetrahydrofuran / 0.58 h / -78 °C

1.2: aq. H₂O₂ / tetrahydrofuran / 0.5 h / 0 °C

2.1: 82 percent / BF₃*Et₂O / diethyl ether

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: 81 percent / (CH₃)2S / CH₂Cl₂ / 120 h / 20 °C

With boron trifluoride diethyl etherate; lithium triethylborohydride; ozone; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo0203591