(2S,3S)-3-METHYL-2-(3-OXO-2,3-DIHYDRO-1,2-BENZISOTHIAZOL-2-YL)VALERIC ACID

Base Information

• Chemical Name: (2S,3S)-3-METHYL-2-(3-OXO-2,3-DIHYDRO-1,2-BENZISOTHIAZOL-2-YL)VALERIC ACID
• CAS No.: 177785-47-6
• Molecular Formula: C₁₃H₁₅NO₃S
• Molecular Weight: 265.333
• Mol file: 177785-47-6.mol

Synonyms:1,2-Benzisothiazole-2(3H)-aceticacid, a-(1-methylpropyl)-3-oxo-,[S-(R*,R*)]-; PD 161374

Chemical Property of (2S,3S)-3-METHYL-2-(3-OXO-2,3-DIHYDRO-1,2-BENZISOTHIAZOL-2-YL)VALERIC ACID

Chemical Property:

• PSA: 87.54000
• LogP: 2.73480

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,3S)-3-METHYL-2-(3-OXO-2,3-DIHYDRO-1,2-BENZISOTHIAZOL-2-YL)VALERIC ACID

There total 6 articles about (2S,3S)-3-METHYL-2-(3-OXO-2,3-DIHYDRO-1,2-BENZISOTHIAZOL-2-YL)VALERIC 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: 91.0%

(2S,3S)-2-{[2-[[2-(1S,2S)-[(1-carboxy-2-methylbutyl)carbamoyl]phenyl]dithio]benzoyl]amino}-3-methylpentanoic acid (182149-25-3) → (2S,3S)-3-methyl-2-(3-oxo-3H-benzo[d]isothiazol-2-yl)pentanoic acid (177785-47-6)

Guidance literature:

With bromine; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jm960253w

Reference yield: 74.1%

C13H15NO3S*BrH → (2S,3S)-3-methyl-2-(3-oxo-3H-benzo[d]isothiazol-2-yl)pentanoic acid (177785-47-6)

Guidance literature:

In water;

DOI:10.1021/op9701191

Reference yield:

2,2'-dithiodibenzoic acid dichloride (19602-82-5) → (2S,3S)-3-methyl-2-(3-oxo-3H-benzo[d]isothiazol-2-yl)pentanoic acid (177785-47-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / N-methylmorpholine / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, 18 h

2: 91 percent / trifluoroacetic acid / 18 h / Ambient temperature

3: 91 percent / Br₂ / CH₂Cl₂ / 2 h / Ambient temperature

With 4-methyl-morpholine; bromine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm960253w

upstream raw materials:

(2S,3S)-2-{[2-[[2-(1S,2S)-[(1-carboxy-2-methylbutyl)carbamoyl]phenyl]dithio]benzoyl]amino}-3-methylpentanoic acid

2,2'-dithiodibenzoic acid dichloride

(2S,3S)-2-{2-[2-((1S,2S)-1-tert-Butoxycarbonyl-2-methyl-butylcarbamoyl)-phenyldisulfanyl]-benzoylamino}-3-methyl-pentanoic acid tert-butyl ester

2,2'-dithiobenzoic acid