(αS)-3,4-dioxo-2-(1-methylethoxy)-α-phenylmethyloxycarbonylamino-1-cyclobutene-1-propionic acid

Base Information

Chemical Name:(αS)-3,4-dioxo-2-(1-methylethoxy)-α-phenylmethyloxycarbonylamino-1-cyclobutene-1-propionic acid
CAS No.:253353-11-6
Molecular Formula:C₁₈H₁₉NO₇
Molecular Weight:361.351
Hs Code.:

Synonyms:(αS)-3,4-dioxo-2-(1-methylethoxy)-α-phenylmethyloxycarbonylamino-1-cyclobutene-1-propionic acid

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Chemical Property of (αS)-3,4-dioxo-2-(1-methylethoxy)-α-phenylmethyloxycarbonylamino-1-cyclobutene-1-propionic acid

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Technology Process of (αS)-3,4-dioxo-2-(1-methylethoxy)-α-phenylmethyloxycarbonylamino-1-cyclobutene-1-propionic acid

There total 1 articles about (αS)-3,4-dioxo-2-(1-methylethoxy)-α-phenylmethyloxycarbonylamino-1-cyclobutene-1-propionic acid 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: 80.0%

: 253353-10-5
1,1-dimethylethyl (αS)-β-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-propionate

: 253353-11-6
(αS)-3,4-dioxo-2-(1-methylethoxy)-α-phenylmethyloxycarbonylamino-1-cyclobutene-1-propionic acid

Guidance literature:: 1,1-dimethylethyl (αS)-β-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-propionate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 12h;

With triethylamine; In dichloromethane; at 20 ℃; for 0.166667h; Further stages.;
DOI:10.1021/ol990286g

Reference yield: 40.0%

: 253353-11-6
(αS)-3,4-dioxo-2-(1-methylethoxy)-α-phenylmethyloxycarbonylamino-1-cyclobutene-1-propionic acid

: 6306-52-1
L-valine methylester hydrochloride

: 253353-33-2
methyl (2'S)-N-(3-(3,4-dioxo-2-(1-methylethyloxy)-1-cyclobutenyl)-1-oxo-2-phenylmethyloxycarbonylpropyl)-L-valinate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1021/ol990286g

Reference yield:

: 253353-11-6
(αS)-3,4-dioxo-2-(1-methylethoxy)-α-phenylmethyloxycarbonylamino-1-cyclobutene-1-propionic acid

: (αS,2'R)-3,4-dioxo-2-hydroxy-α-(2-methoxy-1-oxo-3,3,3-trifluoro-2-phenylpropylamino)-1-cyclobutene-1-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / aq. HCl / 3 h / Heating

2: 80 percent / NaHCO₃ / diethyl ether; H₂O / 12 h / 20 °C

With hydrogenchloride; sodium hydrogencarbonate; In diethyl ether; water;
DOI:10.1021/ol990286g