(2S)-3-[(2S,3S)-3-(N-benzyloxycarbonylamino)-2-methyl-3-phenylpropionyl]-2-t-butyl-2,3-dihydro-1-methoxycarbonyl-4(1H)pyrimidinone

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Chemical Name:(2S)-3-[(2S,3S)-3-(N-benzyloxycarbonylamino)-2-methyl-3-phenylpropionyl]-2-t-butyl-2,3-dihydro-1-methoxycarbonyl-4(1H)pyrimidinone
CAS No.:321851-58-5
Molecular Formula:C₂₈H₃₃N₃O₆
Molecular Weight:507.587
Hs Code.:

Synonyms:(2S)-3-[(2S,3S)-3-(N-benzyloxycarbonylamino)-2-methyl-3-phenylpropionyl]-2-t-butyl-2,3-dihydro-1-methoxycarbonyl-4(1H)pyrimidinone

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Chemical Property of (2S)-3-[(2S,3S)-3-(N-benzyloxycarbonylamino)-2-methyl-3-phenylpropionyl]-2-t-butyl-2,3-dihydro-1-methoxycarbonyl-4(1H)pyrimidinone

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Technology Process of (2S)-3-[(2S,3S)-3-(N-benzyloxycarbonylamino)-2-methyl-3-phenylpropionyl]-2-t-butyl-2,3-dihydro-1-methoxycarbonyl-4(1H)pyrimidinone

There total 5 articles about (2S)-3-[(2S,3S)-3-(N-benzyloxycarbonylamino)-2-methyl-3-phenylpropionyl]-2-t-butyl-2,3-dihydro-1-methoxycarbonyl-4(1H)pyrimidinone 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: 89.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 245351-09-1
(2S)-3-[(2S,3S)-3-(N-benzoyloxy-N-benzylamino)-2-methyl-3-phenylpropionyl]-2-t-butyl-2,3-dihydro-1-methoxycarbonyl-4(1H)pyrimidinone

: 321851-58-5
(2S)-3-[(2S,3S)-3-(N-benzyloxycarbonylamino)-2-methyl-3-phenylpropionyl]-2-t-butyl-2,3-dihydro-1-methoxycarbonyl-4(1H)pyrimidinone

Guidance literature:: (2S)-3-[(2S,3S)-3-(N-benzoyloxy-N-benzylamino)-2-methyl-3-phenylpropionyl]-2-t-butyl-2,3-dihydro-1-methoxycarbonyl-4(1H)pyrimidinone; With hydrogen; palladium on activated charcoal; In hydrogenchloride; methanol; at 20 ℃; for 4h;

benzyl chloroformate; With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 1.5h;
DOI:10.1246/bcsj.73.2423

Reference yield:

: 3376-26-9
N-Benzylidenebenzylamine N-oxide

: 321851-58-5
(2S)-3-[(2S,3S)-3-(N-benzyloxycarbonylamino)-2-methyl-3-phenylpropionyl]-2-t-butyl-2,3-dihydro-1-methoxycarbonyl-4(1H)pyrimidinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: CH₂Cl₂ / 0.5 h / -70 °C

2.1: Ti(O-i-Pr)4; TiCl₄; N,N-diisopropylethylamine / CH₂Cl₂

2.2: 79 percent / CH₂Cl₂ / 1 h / -78 °C

3.1: H₂ / Pd/C / methanol; aq. HCl / 4 h / 20 °C

3.2: 89 percent / NaHCO₃ / ethyl acetate; H₂O / 1.5 h / 20 °C

With titanium(IV) isopropylate; hydrogen; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In hydrogenchloride; methanol; dichloromethane;
DOI:10.1246/bcsj.73.2423

Reference yield:

: N-benzoyloxy-N-benzylidenebenzylammonium chloride

: 321851-58-5
(2S)-3-[(2S,3S)-3-(N-benzyloxycarbonylamino)-2-methyl-3-phenylpropionyl]-2-t-butyl-2,3-dihydro-1-methoxycarbonyl-4(1H)pyrimidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: Ti(O-i-Pr)4; TiCl₄; N,N-diisopropylethylamine / CH₂Cl₂

1.2: 79 percent / CH₂Cl₂ / 1 h / -78 °C

2.1: H₂ / Pd/C / methanol; aq. HCl / 4 h / 20 °C

2.2: 89 percent / NaHCO₃ / ethyl acetate; H₂O / 1.5 h / 20 °C

With titanium(IV) isopropylate; hydrogen; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In hydrogenchloride; methanol; dichloromethane;
DOI:10.1246/bcsj.73.2423