3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one

Base Information

Chemical Name:3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one
CAS No.:338462-91-2
Molecular Formula:C₂₀H₂₇NO₆
Molecular Weight:377.437
Hs Code.:

Synonyms:3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one

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Chemical Property of 3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one

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Technology Process of 3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one

There total 5 articles about 3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one 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: 93.0%

: 98760-08-8,98818-34-9,98818-35-0,103127-56-6,98737-29-2
(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

: 105-53-3
diethyl malonate

: 338462-91-2
3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one

Guidance literature:: (1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester; diethyl malonate; With sodium ethanolate; In ethanol; at 0 - 70 ℃; for 2.16667h;

With water; citric acid; In ethanol; at 0 ℃;

Reference yield: 40.0%

: 220871-52-3
1(R,S)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>oxirane

: 105-53-3
diethyl malonate

: 338462-91-2
3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one

: 193338-94-2
(5S,1'S)-carbetoxy-5-<1-<<(1',1-dimethylothoxy)carbonyl>amino>-2-phenylmethyl>dihydrofuran-2(3H)-one

Guidance literature:: With sodium ethanolate; 1.) RT, overnight, 2.) 50 deg C, 2 h;
DOI:10.1021/jo00223a037

Reference yield:

: 51987-73-6
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

: 338462-91-2
3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: LDA / tetrahydrofuran / 0.5 h / -78 °C

2: 7.8 g / NaBH₄ / toluene; ethanol / 8 h / -78 - 0 °C

3: 89 percent / KOH / ethanol / 2 h / 20 °C

4: 90 percent / EtONa / ethanol / 20 °C

With potassium hydroxide; sodium tetrahydroborate; sodium ethanolate; lithium diisopropyl amide; In tetrahydrofuran; ethanol; toluene;
DOI:10.1021/jo0486948