1-Pyrrolidinecarboxylic acid, 2-[[(2,4,5-trifluorophenyl)methoxy]methyl]-4-[(triphenylmethyl)thio]-, 2,3-dihydro-1,4-benzodioxin-5-yl ester, (2S,4R)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 2-[[(2,4,5-trifluorophenyl)methoxy]methyl]-4-[(triphenylmethyl)thio]-, 2,3-dihydro-1,4-benzodioxin-5-yl ester, (2S,4R)-
CAS No.:844476-69-3
Molecular Formula:C40H34F3NO5S
Molecular Weight:697.775
Hs Code.:

1-Pyrrolidinecarboxylic acid,
2-[[(2,4,5-trifluorophenyl)methoxy]methyl]-4-[(triphenylmethyl)thio]-,
2,3-dihydro-1,4-benzodioxin-5-yl ester, (2S,4R)-

Synonyms:

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-[[(2,4,5-trifluorophenyl)methoxy]methyl]-4-[(triphenylmethyl)thio]-, 2,3-dihydro-1,4-benzodioxin-5-yl ester, (2S,4R)-

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Technology Process of 1-Pyrrolidinecarboxylic acid, 2-[[(2,4,5-trifluorophenyl)methoxy]methyl]-4-[(triphenylmethyl)thio]-, 2,3-dihydro-1,4-benzodioxin-5-yl ester, (2S,4R)-

There total 6 articles about 1-Pyrrolidinecarboxylic acid, 2-[[(2,4,5-trifluorophenyl)methoxy]methyl]-4-[(triphenylmethyl)thio]-, 2,3-dihydro-1,4-benzodioxin-5-yl ester, (2S,4R)- 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: 64.0%

: 1,4-benzodioxan-5-yl chloroformate

: 391888-89-4
(2S,4R)-2-(2,4,5-Trifluoro-benzyloxymethyl)-4-tritylsulfanyl-pyrrolidine

: 844476-69-3
(2S,4R)-2-(2,4,5-trifluorobenzyloxymethyl)-4-tritylsulfanylpyrrolidine-1-carboxylic acid 2,3-dihydrobenzo[1,4]dioxin-5-yl ester

Guidance literature:: With pyridine; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jm040857x

Reference yield:

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 844476-69-3
(2S,4R)-2-(2,4,5-trifluorobenzyloxymethyl)-4-tritylsulfanylpyrrolidine-1-carboxylic acid 2,3-dihydrobenzo[1,4]dioxin-5-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 89 percent / CCl₄; PPh₃ / CH₂Cl₂ / 4 h / 3 - 35 °C

2.1: KO-t-Bu / dimethylformamide / 0.33 h / 20 °C

2.2: 83 percent / dimethylformamide / 3.25 h / 0 - 20 °C

3.1: 100 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / -20 °C

4.1: 70 percent / NaH / dimethylformamide / 0 - 20 °C

5.1: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 5.5 h / -20 - 20 °C

6.1: 64 percent / pyridine / tetrahydrofuran / 1 h / 0 °C

With pyridine; tetrachloromethane; lithium aluminium tetrahydride; potassium tert-butylate; sodium hydride; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm040857x

Reference yield:

: 337307-10-5
(2S,4R)-2-Hydroxymethyl-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 844476-69-3
(2S,4R)-2-(2,4,5-trifluorobenzyloxymethyl)-4-tritylsulfanylpyrrolidine-1-carboxylic acid 2,3-dihydrobenzo[1,4]dioxin-5-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / NaH / dimethylformamide / 0 - 20 °C

2: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 5.5 h / -20 - 20 °C

3: 64 percent / pyridine / tetrahydrofuran / 1 h / 0 °C

With pyridine; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm040857x