(S)-1-[4-(methoxycarbonyl)benzyl]-2-(2'-acetamido-3',4',6'-tri-O-acetyl-α-D-glucopyranosyl)amino-4-phenyl-4,5-dihydro-6-pyrimidinone

Base Information

Chemical Name:(S)-1-[4-(methoxycarbonyl)benzyl]-2-(2'-acetamido-3',4',6'-tri-O-acetyl-α-D-glucopyranosyl)amino-4-phenyl-4,5-dihydro-6-pyrimidinone
CAS No.:385433-28-3
Molecular Formula:C₃₃H₃₈N₄O₁₁
Molecular Weight:666.685
Hs Code.:

Synonyms:(S)-1-[4-(methoxycarbonyl)benzyl]-2-(2'-acetamido-3',4',6'-tri-O-acetyl-α-D-glucopyranosyl)amino-4-phenyl-4,5-dihydro-6-pyrimidinone

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Chemical Property of (S)-1-[4-(methoxycarbonyl)benzyl]-2-(2'-acetamido-3',4',6'-tri-O-acetyl-α-D-glucopyranosyl)amino-4-phenyl-4,5-dihydro-6-pyrimidinone

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Technology Process of (S)-1-[4-(methoxycarbonyl)benzyl]-2-(2'-acetamido-3',4',6'-tri-O-acetyl-α-D-glucopyranosyl)amino-4-phenyl-4,5-dihydro-6-pyrimidinone

There total 3 articles about (S)-1-[4-(methoxycarbonyl)benzyl]-2-(2'-acetamido-3',4',6'-tri-O-acetyl-α-D-glucopyranosyl)amino-4-phenyl-4,5-dihydro-6-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: 33.0%

: (S)-(+)-β-phenyl-β-alanine methyl ester hydrochloride

: N-[4-(methoxycarbonyl)benzyl]-N'-(2-acetamido-3,4,6-tri-O-acetyl-β-D-gucopyranosyl)carbodiimide

: 385433-28-3
(S)-1-[4-(methoxycarbonyl)benzyl]-2-(2'-acetamido-3',4',6'-tri-O-acetyl-α-D-glucopyranosyl)amino-4-phenyl-4,5-dihydro-6-pyrimidinone

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/jo015915q

Reference yield:

: 94341-53-4
methyl 4-(azidomethyl)benzoate

: 385433-28-3
(S)-1-[4-(methoxycarbonyl)benzyl]-2-(2'-acetamido-3',4',6'-tri-O-acetyl-α-D-glucopyranosyl)amino-4-phenyl-4,5-dihydro-6-pyrimidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 53 percent / PPh₃ / toluene / 2 h / 20 °C

2: 33 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

With triethylamine; triphenylphosphine; In dichloromethane; toluene;
DOI:10.1021/jo015915q

Reference yield:

: 20590-45-8
3,4,6-tri-O-acetyl-2-N-acetylamido-2-deoxy-β-D-glucopyranosyl isothiocyanate

: 385433-28-3
(S)-1-[4-(methoxycarbonyl)benzyl]-2-(2'-acetamido-3',4',6'-tri-O-acetyl-α-D-glucopyranosyl)amino-4-phenyl-4,5-dihydro-6-pyrimidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 53 percent / PPh₃ / toluene / 2 h / 20 °C

2: 33 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

With triethylamine; triphenylphosphine; In dichloromethane; toluene;
DOI:10.1021/jo015915q