(2S,4S)-4-Mercapto-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl ester

Base Information

Chemical Name:(2S,4S)-4-Mercapto-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl ester
CAS No.:288399-97-3
Molecular Formula:C₁₆H₁₉N₅O₂S₂
Molecular Weight:377.491
Hs Code.:

Synonyms:(2S,4S)-4-Mercapto-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl ester

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Chemical Property of (2S,4S)-4-Mercapto-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl ester

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Technology Process of (2S,4S)-4-Mercapto-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl ester

There total 11 articles about (2S,4S)-4-Mercapto-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl 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:

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

: 288399-97-3
(2S,4S)-4-Mercapto-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / TEA / CH₂Cl₂ / 12 h / 20 °C

2: 95 percent / TEA / CH₂Cl₂ / 1 h / 0 °C

3: 88 percent / NaBH₄; LiCl / ethanol; tetrahydrofuran / 0 °C

4: 82 percent / dimethylformamide; toluene / 3 h / 60 °C

5: 92 percent / TEA / CH₂Cl₂ / 0 °C

6: 87 percent / NaI / acetone / 2 h / 60 °C

7: K₂CO₃ / acetone / 3 h / 60 °C

8: aq. NaOH / methanol / 0.33 h / 0 °C

With sodium hydroxide; sodium tetrahydroborate; TEA; potassium carbonate; sodium iodide; lithium chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 1: Acyloxylation / 2: Mesylation / 3: Reduction / 4: Substitution / 5: Mesylation / 6: Iodination / 7: Alkylation / 8: Deacetylation;
DOI:10.1016/S0960-894X(00)00253-5

Reference yield:

: 288400-00-0
(2S,4S)-4-Acetylsulfanyl-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl ester

: 288399-97-3
(2S,4S)-4-Mercapto-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl ester

Guidance literature:: With sodium hydroxide; In methanol; at 0 ℃; for 0.333333h;
DOI:10.1016/S0960-894X(00)00253-5

Reference yield:

: 103-72-0
phenyl isothiocyanate

: 288399-97-3
(2S,4S)-4-Mercapto-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: NaN₃ / ethanol / 3 h / 70 °C

2: K₂CO₃ / acetone / 3 h / 60 °C

3: aq. NaOH / methanol / 0.33 h / 0 °C

With sodium hydroxide; sodium azide; potassium carbonate; In methanol; ethanol; acetone; 1: Cyclization / 2: Alkylation / 3: Deacetylation;
DOI:10.1016/S0960-894X(00)00253-5