3,4-Dihydro-2,8-diisopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetic acid

Base Information

• Chemical Name: 3,4-Dihydro-2,8-diisopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetic acid
• CAS No.: 112808-22-7
• Molecular Formula: C₁₆H₂₁NO₃S
• Molecular Weight: 307.414
• DSSTox Substance ID: DTXSID40930059
• Nikkaji Number: J285.130J
• ChEMBL ID: CHEMBL164603
• Mol file: 112808-22-7.mol

Synonyms:3,4-dihydro-2,8-diisopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetic acid;AD 5467;AD-5467

Chemical Property of 3,4-Dihydro-2,8-diisopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetic acid

Chemical Property:

• PSA: 81.86000
• LogP: 3.51040
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 307.12421471
• Heavy Atom Count: 21
• Complexity: 410

Purity/Quality:

AD-5467 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1C(=S)N(C2=CC=CC(=C2O1)C(C)C)CC(=O)O

Technology Process of 3,4-Dihydro-2,8-diisopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetic acid

There total 8 articles about 3,4-Dihydro-2,8-diisopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetic 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: 72.4%

→ 2,8-diisopropyl-2H-1,4-benzoxazin-3(4H)-one (112808-56-7) + AD 5467 (112808-22-7,138333-32-1)

Guidance literature:

Reference yield: 67.0%

methyl 3,4-dihydro-2,8-diisopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetate (129339-20-4) → AD 5467 (112808-22-7,138333-32-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; methanol; for 0.5h;

DOI:10.1248/cpb.38.1238

Reference yield:

2N-NaOH + (S)-Methyl 2-[(R)-3,4-dihydro-2,8-diisopropyl-3-thioxo-2H-1,4-benzoxazin-4-yl]acetoxypropionate → (R)-(+)-3,4-dihydro-2,8-diisopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetic acid (138333-32-1) + AD 5467 (112808-22-7,138333-32-1)

Guidance literature:

In 1,4-dioxane; methanol; hexane;

upstream raw materials:

methyl 3,4-dihydro-2,8-diisopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetate

2-bromoisovaleryl chloride

2-Amino-6-isopropylphenol

2,8-diisopropyl-2H-1,4-benzoxazin-3(4H)-one