1,2,5-Thiadiazolidin-3-one, 4-(phenylmethyl)-, 1,1-dioxide, (4S)-

Base Information

• Chemical Name: 1,2,5-Thiadiazolidin-3-one, 4-(phenylmethyl)-, 1,1-dioxide, (4S)-
• CAS No.: 139164-33-3
• Molecular Formula: C₉H₁₀N₂O₃S
• Molecular Weight: 226.256
• DSSTox Substance ID: DTXSID601169219
• Nikkaji Number: J985.683H
• Mol file: 139164-33-3.mol

Synonyms:SCHEMBL7440132;DTXSID601169219;1,2,5-Thiadiazolidin-3-one, 4-(phenylmethyl)-, 1,1-dioxide, (4S)-;(3S)-3beta-Benzyl-2,3,4,5-tetrahydro-1,2,5-thiadiazole-4-one 1,1-dioxide;139164-33-3

Chemical Property of 1,2,5-Thiadiazolidin-3-one, 4-(phenylmethyl)-, 1,1-dioxide, (4S)-

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 226.04121336
• Heavy Atom Count: 15
• Complexity: 341

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2C(=O)NS(=O)(=O)N2
• Isomeric SMILES: C1=CC=C(C=C1)C[C@H]2C(=O)NS(=O)(=O)N2

Technology Process of 1,2,5-Thiadiazolidin-3-one, 4-(phenylmethyl)-, 1,1-dioxide, (4S)-

There total 3 articles about 1,2,5-Thiadiazolidin-3-one, 4-(phenylmethyl)-, 1,1-dioxide, (4S)- 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: 78.0%

<(S)(+)> methyl -phenylalaninate (153044-48-5) → (S)-(+)-4-benzyl-1,2,5-thiadiazolidin-3-one (139164-33-3)

Guidance literature:

With sodium hydroxide; In ethanol; for 1h;

DOI:10.1016/0040-4020(95)00932-9

Reference yield:

<(S)(+)> methyl -phenylalaninate (139059-69-1) → (S)-(+)-4-benzyl-1,2,5-thiadiazolidin-3-one (139164-33-3)

Guidance literature:

With trifluoroacetic acid; Yield given. Multistep reaction;

DOI:10.1016/0040-4039(91)80216-S

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → (S)-(+)-4-benzyl-1,2,5-thiadiazolidin-3-one (139164-33-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) Et₃N

2: 97 percent / TFA / CH₂Cl₂ / 2 h

3: 78 percent / 4N NaOH / ethanol / 1 h

With sodium hydroxide; triethylamine; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1016/0040-4020(95)00932-9

upstream raw materials:

<(S)(+)> methyl -phenylalaninate

<(S)(+)> methyl -phenylalaninate

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Downstream raw materials:

(S)-4-Benzyl-1,1-dioxo-2-phenylsulfanylmethyl-1λ⁶-[1,2,5]thiadiazolidin-3-one

(S)-4,5-Dibenzyl-1,1-dioxo-2-phenylsulfanylmethyl-1λ⁶-[1,2,5]thiadiazolidin-3-one

(S)-4-Benzyl-1,1-dioxo-5-((E)-3-phenyl-allyl)-2-phenylsulfanylmethyl-1λ⁶-[1,2,5]thiadiazolidin-3-one

(S)-4-Benzyl-5-butyl-1,1-dioxo-2-phenylsulfanylmethyl-1λ⁶-[1,2,5]thiadiazolidin-3-one