(2S,5S)-(-)-5-(2-hydroxyphenyl)-1-(3-mercaptopropionyl)-2-pyrrolidinecarboxylic acid

Base Information

Chemical Name:(2S,5S)-(-)-5-(2-hydroxyphenyl)-1-(3-mercaptopropionyl)-2-pyrrolidinecarboxylic acid
CAS No.:79734-69-3
Molecular Formula:C₁₄H₁₇NO₄S
Molecular Weight:295.359
Hs Code.:

Synonyms:(2S,5S)-(-)-5-(2-hydroxyphenyl)-1-(3-mercaptopropionyl)-2-pyrrolidinecarboxylic acid

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Chemical Property of (2S,5S)-(-)-5-(2-hydroxyphenyl)-1-(3-mercaptopropionyl)-2-pyrrolidinecarboxylic acid

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Technology Process of (2S,5S)-(-)-5-(2-hydroxyphenyl)-1-(3-mercaptopropionyl)-2-pyrrolidinecarboxylic acid

There total 14 articles about (2S,5S)-(-)-5-(2-hydroxyphenyl)-1-(3-mercaptopropionyl)-2-pyrrolidinecarboxylic acid 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: 94.0%

: 105405-15-0
(2S,5S)-(-)-5-(2-acetoxyphenyl)-1-<3-(acetylthio)propionyl>-2-pyrrolidinecarboxylic acid

: 79734-69-3
(2S,5S)-(-)-5-(2-hydroxyphenyl)-1-(3-mercaptopropionyl)-2-pyrrolidinecarboxylic acid

Guidance literature:: With ammonium hydroxide; In water; for 0.5h;
DOI:10.1248/cpb.33.4836

Reference yield: 85.0%

: 75664-12-9,76016-11-0,76016-12-1,105560-85-8,105560-86-9,105560-87-0
(+/-)-1-<3-(benzoylthio)propionyl>-5-(2-hydroxyphenyl)-2-pyrrolidinecarboxylic acid

: 75664-11-8,76016-13-2,76016-14-3,79734-69-3,79734-70-6,105497-84-5,105497-85-6,105497-86-7
(+/-)-5-(2-hydroxyphenyl)-1-(3-mercaptopropionyl)-2-pyrrolidinecarboxylic acid

Guidance literature:: With ammonium hydroxide; In water; for 1h; Ambient temperature;
DOI:10.1248/cpb.33.4836

Reference yield:

: 118-93-4,104809-67-8
o-hydroxyacetophenone

: 75664-11-8,76016-13-2,76016-14-3,79734-69-3,79734-70-6,105497-84-5,105497-85-6,105497-86-7
(+/-)-5-(2-hydroxyphenyl)-1-(3-mercaptopropionyl)-2-pyrrolidinecarboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 46 percent / hydrogen chloride / ethanol / 6 h / Heating

2: NaOEt / ethanol / Ambient temperature

3: 1 h / Heating

4: 52 percent / 6N HCl / 4 h / Heating

5: 90 percent / 3N NaOH / H₂O / pH 4

6: H₂, 1N HCl / PtO₂ / H₂O

7: K₂CO₃ / H₂O / 1 h / under ice cooling

8: 85 percent / conc. ammonia / H₂O / 1 h / Ambient temperature

With hydrogenchloride; ammonium hydroxide; sodium hydroxide; hydrogen; sodium ethanolate; potassium carbonate; platinum(IV) oxide; In ethanol; water;
DOI:10.1248/cpb.33.4836