(+)-(5S)-Ethyl 5-<(benzyloxycarbonyl)amino>-5-carbamoyl>-3-oxopentanoate

Base Information

Chemical Name:(+)-(5S)-Ethyl 5-<(benzyloxycarbonyl)amino>-5-carbamoyl>-3-oxopentanoate
CAS No.:167280-65-1
Molecular Formula:C₂₀H₂₆N₂O₈
Molecular Weight:422.435
Hs Code.:

(+)-(5S)-Ethyl 5-<(benzyloxycarbonyl)amino>-5-<N-<1-(ethoxycarbonyl)methyl>carbamoyl>-3-oxopentanoate

Synonyms:(+)-(5S)-Ethyl 5-<(benzyloxycarbonyl)amino>-5-carbamoyl>-3-oxopentanoate

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Chemical Property of (+)-(5S)-Ethyl 5-<(benzyloxycarbonyl)amino>-5-carbamoyl>-3-oxopentanoate

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Technology Process of (+)-(5S)-Ethyl 5-<(benzyloxycarbonyl)amino>-5-carbamoyl>-3-oxopentanoate

There total 5 articles about (+)-(5S)-Ethyl 5-<(benzyloxycarbonyl)amino>-5-carbamoyl>-3-oxopentanoate 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: 95.0%

: 623-33-6
glycine ethyl ester hydrochloride

: 167280-64-0
(-)-(4S,E)-Ethyl 3-<(benzyloxycarbonyl)amino>-5-<(ethoxycarbonyl)methylidene>-2-tetrahydrofuranone

: 167280-65-1
(+)-(5S)-Ethyl 5-<(benzyloxycarbonyl)amino>-5-carbamoyl>-3-oxopentanoate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/jo00110a026

Reference yield:

: 111197-44-5
(4S)-4-(Chloroformyl)methyl-3-[(phenylmethoxy)carbonyl]oxazolidin-5-one

: 167280-65-1
(+)-(5S)-Ethyl 5-<(benzyloxycarbonyl)amino>-5-carbamoyl>-3-oxopentanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) 20 deg C, 30 min

2: 77 percent / 1 N aq. NaOH / methanol / 4 h / 20 °C

3: 82 percent / tetrahydrofuran / 48 h / Heating

4: 95 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With sodium hydroxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00110a026

Reference yield:

: 23632-66-8
(4S)-3-benzyloxycarbonyl-4-carboxymethyl-1,3-oxazolidin-5-one

: 167280-65-1
(+)-(5S)-Ethyl 5-<(benzyloxycarbonyl)amino>-5-carbamoyl>-3-oxopentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / (COCl)2, DMF / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) 20 deg C, 16 h

2: 100 percent / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) 20 deg C, 30 min

3: 77 percent / 1 N aq. NaOH / methanol / 4 h / 20 °C

4: 82 percent / tetrahydrofuran / 48 h / Heating

5: 95 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With sodium hydroxide; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00110a026