1-Pyrrolidinecarboxylic acid, 2-[[5-[[(2,3-dihydroxypropyl)amino]carbonyl]-1,2,4-oxadiazol-3-yl]methyl] -4-[(triphenylmethyl)thio]-, 2-propenyl ester, (2R,4S)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 2-[[5-[[(2,3-dihydroxypropyl)amino]carbonyl]-1,2,4-oxadiazol-3-yl]methyl] -4-[(triphenylmethyl)thio]-, 2-propenyl ester, (2R,4S)-
CAS No.:675836-73-4
Molecular Formula:C34H36N4O6S
Molecular Weight:628.749
Hs Code.:

1-Pyrrolidinecarboxylic acid,
2-[[5-[[(2,3-dihydroxypropyl)amino]carbonyl]-1,2,4-oxadiazol-3-yl]methyl]
-4-[(triphenylmethyl)thio]-, 2-propenyl ester, (2R,4S)-

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-[[5-[[(2,3-dihydroxypropyl)amino]carbonyl]-1,2,4-oxadiazol-3-yl]methyl] -4-[(triphenylmethyl)thio]-, 2-propenyl ester, (2R,4S)-

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Technology Process of 1-Pyrrolidinecarboxylic acid, 2-[[5-[[(2,3-dihydroxypropyl)amino]carbonyl]-1,2,4-oxadiazol-3-yl]methyl] -4-[(triphenylmethyl)thio]-, 2-propenyl ester, (2R,4S)-

There total 8 articles about 1-Pyrrolidinecarboxylic acid, 2-[[5-[[(2,3-dihydroxypropyl)amino]carbonyl]-1,2,4-oxadiazol-3-yl]methyl] -4-[(triphenylmethyl)thio]-, 2-propenyl ester, (2R,4S)- 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: 69.9%

: 616-30-8,13552-31-3,98923-21-8
3-Amino-1,2-propanediol

: 675836-65-4
(2S,4S)-2-[(5-ethoxycarbonyl)-1,2,4-oxadiazol-3-ylmethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

: 675836-73-4
(2R,4S)-2-[5-(2,3-Dihydroxy-propylcarbamoyl)-[1,2,4]oxadiazol-3-ylmethyl]-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

Guidance literature:: In ethanol; at 60 ℃; for 3h;
DOI:10.1002/ardp.200300768

Reference yield:

: 3695-77-0
triphenylmethanethiol

: 675836-73-4
(2R,4S)-2-[5-(2,3-Dihydroxy-propylcarbamoyl)-[1,2,4]oxadiazol-3-ylmethyl]-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH / dimethylformamide / 1 h / 20 °C

1.2: 82.5 percent / dimethylformamide / 3 h / 20 °C

2.1: 78.5 percent / LiBH₄ / tetrahydrofuran / 25 h / 20 °C

3.1: 94.8 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4.1: 89.1 percent / dimethylsulfoxide / 5 h / 75 °C

5.1: hydroxylamine hydrochloride; Na₂CO₃ / ethanol; H₂O / 20 h / 60 °C

6.1: 22.3 g / tetrahydrofuran / 2 h / Heating

7.1: 69.9 percent / ethanol / 3 h / 60 °C

With lithium borohydride; hydroxylamine hydrochloride; sodium hydride; sodium carbonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1002/ardp.200300768

Reference yield:

: 126408-14-8
methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate

: 675836-73-4
(2R,4S)-2-[5-(2,3-Dihydroxy-propylcarbamoyl)-[1,2,4]oxadiazol-3-ylmethyl]-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 93.2 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

2.1: NaH / dimethylformamide / 1 h / 20 °C

2.2: 82.5 percent / dimethylformamide / 3 h / 20 °C

3.1: 78.5 percent / LiBH₄ / tetrahydrofuran / 25 h / 20 °C

4.1: 94.8 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

5.1: 89.1 percent / dimethylsulfoxide / 5 h / 75 °C

6.1: hydroxylamine hydrochloride; Na₂CO₃ / ethanol; H₂O / 20 h / 60 °C

7.1: 22.3 g / tetrahydrofuran / 2 h / Heating

8.1: 69.9 percent / ethanol / 3 h / 60 °C

With lithium borohydride; hydroxylamine hydrochloride; sodium hydride; sodium carbonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1002/ardp.200300768