(S)-2-{4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-acetyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

Base Information

Chemical Name:(S)-2-{4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-acetyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester
CAS No.:199456-70-7
Molecular Formula:C₃₀H₃₆N₄O₇
Molecular Weight:564.638
Hs Code.:

Synonyms:(S)-2-{4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-acetyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

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Chemical Property of (S)-2-{4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-acetyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

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Technology Process of (S)-2-{4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-acetyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

There total 9 articles about (S)-2-{4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-acetyl]-benzoylamino}-pentanedioic acid di-tert-butyl 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: 86.0%

: 145298-15-3
(S)-2-{4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-1-formyl-ethyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

: 199456-70-7
(S)-2-{4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-acetyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

Guidance literature:: With silica gel; In chloroform; at 25 ℃; for 3h;
DOI:10.1016/S0968-0896(97)00120-X

Reference yield:

: 32677-01-3
L-glutamic acid di-tert-butyl ester hydrochloride

: 199456-70-7
(S)-2-{4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-acetyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / Et₃N, DPPA / dimethylformamide; tetrahydrofuran / 18 h / 0 °C

2: 46 percent / aq. CuCl₂, phosphate buffer / tetrahydrofuran / 1 h / 0 °C

3: 86 percent / SiO₂ / CHCl₃ / 3 h / 25 °C

With phosphate buffer; diphenyl-phosphinic acid; silica gel; triethylamine; copper dichloride; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(97)00120-X

Reference yield:

: 58677-07-9
N-[6-(bromomethyl)-3,4-dihydro-4-oxo-2-quinazolinyl]-2,2-dimethylpropanamide

: 199456-70-7
(S)-2-{4-[2-(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-yl)-acetyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LDA / 1.) THF, -78 deg C, 30 min, 2.) THF, HMPA, -78 deg C, 6 h

2: 86 percent / aq. LiOH / tetrahydrofuran; methanol / 48 h / 25 °C

3: 64 percent / Et₃N, DPPA / dimethylformamide; tetrahydrofuran / 18 h / 0 °C

4: 46 percent / aq. CuCl₂, phosphate buffer / tetrahydrofuran / 1 h / 0 °C

5: 86 percent / SiO₂ / CHCl₃ / 3 h / 25 °C

With lithium hydroxide; phosphate buffer; diphenyl-phosphinic acid; silica gel; triethylamine; copper dichloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(97)00120-X