(S)-2-[((S)-4-tert-Butoxycarbonyl-4-{4-[(2,7-dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-benzoylamino}-butyryl)-ethyl-amino]-pentanedioic acid di-tert-butyl ester

Base Information

Chemical Name:(S)-2-[((S)-4-tert-Butoxycarbonyl-4-{4-[(2,7-dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-benzoylamino}-butyryl)-ethyl-amino]-pentanedioic acid di-tert-butyl ester
CAS No.:189507-73-1
Molecular Formula:C₄₅H₆₀FN₅O₉
Molecular Weight:833.998
Hs Code.:

(S)-2-[((S)-4-tert-Butoxycarbonyl-4-{4-[(2,7-dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-benzoylamino}-butyryl)-ethyl-amino]-pentanedioic acid di-tert-butyl ester

Synonyms:(S)-2-[((S)-4-tert-Butoxycarbonyl-4-{4-[(2,7-dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-benzoylamino}-butyryl)-ethyl-amino]-pentanedioic acid di-tert-butyl ester

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Chemical Property of (S)-2-[((S)-4-tert-Butoxycarbonyl-4-{4-[(2,7-dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-benzoylamino}-butyryl)-ethyl-amino]-pentanedioic acid di-tert-butyl ester

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Technology Process of (S)-2-[((S)-4-tert-Butoxycarbonyl-4-{4-[(2,7-dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-benzoylamino}-butyryl)-ethyl-amino]-pentanedioic acid di-tert-butyl ester

There total 8 articles about (S)-2-[((S)-4-tert-Butoxycarbonyl-4-{4-[(2,7-dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-benzoylamino}-butyryl)-ethyl-amino]-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: 69.0%

: 4--N-prop-2-ynylamino>-2-fluorobenzoic acid, trifluoroacetate salt

: 189507-62-8
(S)-2-[((S)-4-Amino-4-tert-butoxycarbonyl-butyryl)-ethyl-amino]-pentanedioic acid di-tert-butyl ester

: 189507-73-1
(S)-2-[((S)-4-tert-Butoxycarbonyl-4-{4-[(2,7-dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-benzoylamino}-butyryl)-ethyl-amino]-pentanedioic acid di-tert-butyl ester

Guidance literature:: With triethylamine; diethyl dicarbonate; In N,N-dimethyl-formamide; 1.) 0 deg C, 10 min, 2.) RT, 2 h;
DOI:10.1021/jm960878u

Reference yield:

: 5891-45-2
(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester

: 189507-73-1
(S)-2-[((S)-4-tert-Butoxycarbonyl-4-{4-[(2,7-dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-benzoylamino}-butyryl)-ethyl-amino]-pentanedioic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: NMM / tetrahydrofuran / 0.17 h / -20 °C

2: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) RT, 20 h

3: 93 percent / H₂ / 10percent Pd/C / ethyl acetate / 3 h / Ambient temperature

4: 69 percent / DEPC, Et₃N / dimethylformamide / 1.) 0 deg C, 10 min, 2.) RT, 2 h

With 4-methyl-morpholine; hydrogen; triethylamine; diethyl dicarbonate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm960878u

Reference yield:

: 145236-18-6,145236-19-7
3-<(2R,S)-(4S)-3-benzyloxycarbonyl-2-methyl-5-oxo-1,3-oxazolidin-4-yl>propanoic acid

: 189507-73-1
(S)-2-[((S)-4-tert-Butoxycarbonyl-4-{4-[(2,7-dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-benzoylamino}-butyryl)-ethyl-amino]-pentanedioic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: TFA, Et₃SiH / CHCl₃ / 64 h / Ambient temperature

2: 76 percent / conc. H₂SO₄ / CH₂Cl₂ / 52 h / Ambient temperature

3: 94 percent / H₂ / 10percent Pd/C / ethyl acetate / 3 h / Ambient temperature

4: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) RT, 20 h

5: 93 percent / H₂ / 10percent Pd/C / ethyl acetate / 3 h / Ambient temperature

6: 69 percent / DEPC, Et₃N / dimethylformamide / 1.) 0 deg C, 10 min, 2.) RT, 2 h

With triethylsilane; sulfuric acid; hydrogen; triethylamine; diethyl dicarbonate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm960878u