2-Propenoic acid, 3-[6-[[(2R,3S)-3-(acetyloxy)-5-oxo-2-(phenylseleno)-1-pyrrolidinyl]methyl ]-1,3-benzodioxol-5-yl]-, methyl ester, (2E)-

Base Information

Chemical Name:2-Propenoic acid, 3-[6-[[(2R,3S)-3-(acetyloxy)-5-oxo-2-(phenylseleno)-1-pyrrolidinyl]methyl ]-1,3-benzodioxol-5-yl]-, methyl ester, (2E)-
CAS No.:500213-28-5
Molecular Formula:C24H23NO7Se
Molecular Weight:516.409
Hs Code.:
Mol file:500213-28-5.mol

Synonyms:

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Chemical Property of 2-Propenoic acid, 3-[6-[[(2R,3S)-3-(acetyloxy)-5-oxo-2-(phenylseleno)-1-pyrrolidinyl]methyl ]-1,3-benzodioxol-5-yl]-, methyl ester, (2E)-

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Technology Process of 2-Propenoic acid, 3-[6-[[(2R,3S)-3-(acetyloxy)-5-oxo-2-(phenylseleno)-1-pyrrolidinyl]methyl ]-1,3-benzodioxol-5-yl]-, methyl ester, (2E)-

There total 5 articles about 2-Propenoic acid, 3-[6-[[(2R,3S)-3-(acetyloxy)-5-oxo-2-(phenylseleno)-1-pyrrolidinyl]methyl ]-1,3-benzodioxol-5-yl]-, methyl ester, (2E)- 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: 46.0%

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 500213-26-3
(4S,5R)-4-acetoxy-N-(2-iodo-4,5-methylenedioxybenzyl)-5-phenylselenyl-2-pyrrolidinone

: 500213-28-5
(4S,5R)-(E)-4-acetoxy-N-(2-methoxycarbonylethenyl-4,5-methylenedioxybenzyl)-5-phenylselenyl-2-pyrrolidinone

Guidance literature:: With palladium(III) acetate; triethylamine; triphenylphosphine; In various solvent(s); at 100 ℃; for 17h;
DOI:10.3987/COM-02-9610

Reference yield:

: 69048-76-6
6-iodo-1,3-benzodioxole-5-methanol

: 500213-28-5
(4S,5R)-(E)-4-acetoxy-N-(2-methoxycarbonylethenyl-4,5-methylenedioxybenzyl)-5-phenylselenyl-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / PPh₃; DEAD / tetrahydrofuran / 1 h / 20 °C

2.1: NaBH₄ / ethanol; tetrahydrofuran / 1.5 h / 0 °C

2.2: 67 percent / p-TsOH*H₂O / CH₂Cl₂ / 2 h / 20 °C

3.1: 93 percent / pyridine / 12 h / 20 °C

4.1: 46 percent / Pd(OAc)3; PPh₃; Et₃N / various solvent(s) / 17 h / 100 °C

With pyridine; sodium tetrahydroborate; palladium(III) acetate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; 4.1: Heck reaction;
DOI:10.3987/COM-02-9610

Reference yield:

: 244260-64-8
(3S)-3-acetoxy-N-(2-iodo-4,5-methylenedioxybenzyl)-2,5-pyrrolidinedione

: 500213-28-5
(4S,5R)-(E)-4-acetoxy-N-(2-methoxycarbonylethenyl-4,5-methylenedioxybenzyl)-5-phenylselenyl-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaBH₄ / ethanol; tetrahydrofuran / 1.5 h / 0 °C

1.2: 67 percent / p-TsOH*H₂O / CH₂Cl₂ / 2 h / 20 °C

2.1: 93 percent / pyridine / 12 h / 20 °C

3.1: 46 percent / Pd(OAc)3; PPh₃; Et₃N / various solvent(s) / 17 h / 100 °C

With pyridine; sodium tetrahydroborate; palladium(III) acetate; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; 3.1: Heck reaction;
DOI:10.3987/COM-02-9610