L-Proline, 4-[[(4-methoxyphenyl)methyl]thio]-1-(2-naphthalenylsulfonyl)-, methyl ester, (4R)-

Base Information

Chemical Name:L-Proline, 4-[[(4-methoxyphenyl)methyl]thio]-1-(2-naphthalenylsulfonyl)-, methyl ester, (4R)-
CAS No.:391672-22-3
Molecular Formula:C24H25NO5S2
Molecular Weight:471.598
Hs Code.:
Mol file:391672-22-3.mol

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of L-Proline, 4-[[(4-methoxyphenyl)methyl]thio]-1-(2-naphthalenylsulfonyl)-, methyl ester, (4R)-

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Technology Process of L-Proline, 4-[[(4-methoxyphenyl)methyl]thio]-1-(2-naphthalenylsulfonyl)-, methyl ester, (4R)-

There total 5 articles about L-Proline, 4-[[(4-methoxyphenyl)methyl]thio]-1-(2-naphthalenylsulfonyl)-, methyl ester, (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: 48.0%

: 6258-60-2
p-methoxybenzylmercaptan

: 844476-76-2
(2S,4R)-4-methanesulfonyloxy-1-(naphthalene-2-sulfonyl)pyrrolidine-2-carboxylic acid methyl ester

: 391672-22-3
(2S,4R)-4-(4-methoxybenzylsulfanyl)-1-(naphthalene-2-sulfonyl)pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: p-methoxybenzylmercaptan; With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

(2S,4R)-4-methanesulfonyloxy-1-(naphthalene-2-sulfonyl)pyrrolidine-2-carboxylic acid methyl ester; In N,N-dimethyl-formamide; at 100 ℃; for 1h;
DOI:10.1021/jm040857x

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 391672-22-3
(2S,4R)-4-(4-methoxybenzylsulfanyl)-1-(naphthalene-2-sulfonyl)pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: hexamethyldisilazane / Heating

1.2: 82 percent / tetrahydrofuran / 16 h / 20 °C

2.1: 88 percent / triethylamine; PPh₃; diethyl azodicarboxylate / toluene; tetrahydrofuran / 3 h / 80 °C

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

3.2: 48 percent / dimethylformamide / 1 h / 100 °C

With potassium tert-butylate; triethylamine; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 2.1: Mitsunobu reaction;
DOI:10.1021/jm040857x