(R)-3-((S)-1-But-3-enyl-5-oxo-pyrrolidin-2-yl)-pent-4-enoic acid methyl ester

Base Information

Chemical Name:(R)-3-((S)-1-But-3-enyl-5-oxo-pyrrolidin-2-yl)-pent-4-enoic acid methyl ester
CAS No.:736142-04-4
Molecular Formula:C₁₄H₂₁NO₃
Molecular Weight:251.326
Hs Code.:

Synonyms:(R)-3-((S)-1-But-3-enyl-5-oxo-pyrrolidin-2-yl)-pent-4-enoic acid methyl ester

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Chemical Property of (R)-3-((S)-1-But-3-enyl-5-oxo-pyrrolidin-2-yl)-pent-4-enoic acid methyl ester

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Technology Process of (R)-3-((S)-1-But-3-enyl-5-oxo-pyrrolidin-2-yl)-pent-4-enoic acid methyl ester

There total 1 articles about (R)-3-((S)-1-But-3-enyl-5-oxo-pyrrolidin-2-yl)-pent-4-enoic acid methyl 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:

: 17342-08-4
(S)-Pyroglutaminol

: 736142-04-4
(R)-3-((S)-1-But-3-enyl-5-oxo-pyrrolidin-2-yl)-pent-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / NaH

2.1: 95 percent / TBAF

3.1: CuBr*DMS; LiBr / tetrahydrofuran / 0.5 h / -78 °C

3.2: 81 percent / tetrahydrofuran / 1 h / -78 - -40 °C

With copper(I) bromide dimethylsulfide complex; tetrabutyl ammonium fluoride; sodium hydride; lithium bromide; In tetrahydrofuran; 4.1: Swern oxidation / 5.1: Wittig reaction;
DOI:10.1055/s-2004-822927

Reference yield:

: 736142-04-4
(R)-3-((S)-1-But-3-enyl-5-oxo-pyrrolidin-2-yl)-pent-4-enoic acid methyl ester

: 736142-11-3
(1R,3aR,9aS,9bS)-1-Phenylselanyl-octahydro-3-oxa-6a-aza-cyclopenta[e]azulene-2,7-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / Grubbs II catalyst / CH₂Cl₂ / Heating

2: 83 percent / NaOH / methanol

3: 91 percent / aq. NaHCO₃; I₂

4: 70 percent / Bu₃SnH; AIBN / toluene / 10 h / Heating

5: 81 percent / LiHMDS

With sodium hydroxide; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; sodium hydrogencarbonate; lithium hexamethyldisilazane; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In methanol; dichloromethane; toluene;
DOI:10.1055/s-2004-822927

Reference yield:

: 736142-04-4
(R)-3-((S)-1-But-3-enyl-5-oxo-pyrrolidin-2-yl)-pent-4-enoic acid methyl ester

: 794528-61-3
(1S,3aR,10aS,10bR)-1-methyloctahydro-2H-furo[3,2-c]pyrrolo[1,2-a]azepine-2,8(1H)-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / Grubbs II catalyst / CH₂Cl₂ / Heating

2: 83 percent / NaOH / methanol

3: 91 percent / aq. NaHCO₃; I₂

4: 70 percent / Bu₃SnH; AIBN / toluene / 10 h / Heating

5: 81 percent / LiHMDS

6: 76 percent / H₂O₂

7: 78 percent / NiCl₂; NaBH₄

8: 70 percent / LiHMDS / tetrahydrofuran

With sodium hydroxide; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); dihydrogen peroxide; iodine; tri-n-butyl-tin hydride; sodium hydrogencarbonate; nickel dichloride; lithium hexamethyldisilazane; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1055/s-2004-822927