1,1-dimethylethyl (αS)-γ-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-butyrate

Base Information

Chemical Name:1,1-dimethylethyl (αS)-γ-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-butyrate
CAS No.:253353-16-1
Molecular Formula:C₂₈H₃₇NO₉
Molecular Weight:531.603
Hs Code.:

1,1-dimethylethyl (αS)-γ-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-butyrate

Synonyms:1,1-dimethylethyl (αS)-γ-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-butyrate

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Chemical Property of 1,1-dimethylethyl (αS)-γ-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-butyrate

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Technology Process of 1,1-dimethylethyl (αS)-γ-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-butyrate

There total 2 articles about 1,1-dimethylethyl (αS)-γ-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-butyrate 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: 90.0%

: 253353-15-0
1,1-dimethylethyl (αS)-2,3-bis(1-methylethoxy)-γ-(1,1-dimethylethoxycarbonyl)-1-hydroxy-4-oxo-α-(phenylmethyloxycarbonylamino)-2-cyclobutene-1-butyrate

: 253353-16-1
1,1-dimethylethyl (αS)-γ-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-butyrate

Guidance literature:: With hydrogenchloride; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/ol990286g

Reference yield:

: 16881-41-7
di-tert-butyl N-Cbz-L-glutamate

: 253353-16-1
1,1-dimethylethyl (αS)-γ-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-butyrate

Guidance literature:: Multi-step reaction with 2 steps

1.1: LHMDS; LiCl; DMPU / tetrahydrofuran / 2 h / -78 °C

1.2: 92 percent / tetrahydrofuran / 1 h / -45 °C

2.1: 90 percent / aq. HCl / CH₂Cl₂ / 12 h / 20 °C

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol990286g

Reference yield: 80.0%

: 253353-16-1
1,1-dimethylethyl (αS)-γ-(1,1-dimethylethoxycarbonyl)-3,4-dioxo-2-(1-methylethoxy)-α-(phenylmethyloxycarbonylamino)-1-cyclobutene-1-butyrate

: 253353-17-2
(αS)-3,4-dioxo-2-(1-methylethoxy)-α-phenylmethyloxycarbonylamino-1-cyclobutene-1-butyric acid

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

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