Benzenebutanoic acid, a-[(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)methoxy]-2-[[(1,1- dimethylethoxy)carbonyl]amino]-, methyl ester, (S)-

Base Information

Chemical Name:Benzenebutanoic acid, a-[(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)methoxy]-2-[[(1,1- dimethylethoxy)carbonyl]amino]-, methyl ester, (S)-
CAS No.:192204-28-7
Molecular Formula:C22H29N3O7
Molecular Weight:447.488
Hs Code.:

Benzenebutanoic acid,
a-[(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)methoxy]-2-[[(1,1-
dimethylethoxy)carbonyl]amino]-, methyl ester, (S)-

Synonyms:

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Chemical Property of Benzenebutanoic acid, a-[(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)methoxy]-2-[[(1,1- dimethylethoxy)carbonyl]amino]-, methyl ester, (S)-

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Technology Process of Benzenebutanoic acid, a-[(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)methoxy]-2-[[(1,1- dimethylethoxy)carbonyl]amino]-, methyl ester, (S)-

There total 6 articles about Benzenebutanoic acid, a-[(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)methoxy]-2-[[(1,1- dimethylethoxy)carbonyl]amino]-, methyl ester, (S)- 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: 92.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 192204-27-6
(S)-4-(2-Amino-phenyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-butyric acid methyl ester

: 192204-28-7
(S)-4-(2-tert-Butoxycarbonylamino-phenyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-butyric acid methyl ester

Guidance literature:: With triethylamine; In methanol; for 17h;
DOI:10.1021/jo962326p

Reference yield:

: 192204-23-2
(S)-4-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-phenyl]-2-hydroxy-butyric acid methyl ester

: 192204-28-7
(S)-4-(2-tert-Butoxycarbonylamino-phenyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / DIPEA / tetrahydrofuran / 18 h / 0 - 20 °C

2: Me₂BBr, DIPEA / CH₂Cl₂ / 0.33 h / -78 °C

3: 450 mg / DIPEA / CH₂Cl₂ / 2 h / -78 °C

4: 58 percent / I₂, 3A MS / tetrahydrofuran / 48 h

5: 98 percent / piperidine / dimethylformamide / 0.33 h / Ambient temperature

6: 92 percent / Et₃N / methanol / 17 h

With piperidine; dimethylboron bromide; iodine; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo962326p

Reference yield:

: 1026868-52-9
(S)-2-Bromomethoxy-4-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-phenyl]-butyric acid methyl ester

: 192204-28-7
(S)-4-(2-tert-Butoxycarbonylamino-phenyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 450 mg / DIPEA / CH₂Cl₂ / 2 h / -78 °C

2: 58 percent / I₂, 3A MS / tetrahydrofuran / 48 h

3: 98 percent / piperidine / dimethylformamide / 0.33 h / Ambient temperature

4: 92 percent / Et₃N / methanol / 17 h

With piperidine; iodine; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo962326p