Carabersat

Base Information

• Chemical Name: Carabersat
• CAS No.: 184653-84-7
• Molecular Formula: C20H20 F N O4
• Molecular Weight: 357.382
• UNII: K9R83652CK
• DSSTox Substance ID: DTXSID6047319
• Nikkaji Number: J783.560D
• Wikidata: Q27282138
• NCI Thesaurus Code: C77999
• ChEMBL ID: CHEMBL39933
• Mol file: 184653-84-7.mol

Synonyms:SB 204269;SB-204269

Chemical Property of Carabersat

Chemical Property:

• Vapor Pressure: 2.4E-13mmHg at 25°C
• Boiling Point: 559.3°C at 760 mmHg
• PKA: 13.05±0.60(Predicted)
• Flash Point: 292.1°C
• PSA: 75.63000
• Density: 1.31g/cm³
• LogP: 3.42220
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 357.13763628
• Heavy Atom Count: 26
• Complexity: 544

Purity/Quality:

95% ^*data from raw suppliers

CARABERSAT 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC2=C(C=C1)OC(C(C2NC(=O)C3=CC=C(C=C3)F)O)(C)C
• Isomeric SMILES: CC(=O)C1=CC2=C(C=C1)OC([C@@H]([C@H]2NC(=O)C3=CC=C(C=C3)F)O)(C)C

Technology Process of Carabersat

There total 2 articles about Carabersat 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:

(3R,4R)-6-acetyl-2,2-dimethyl-3,4-epoxy-2H-1-benzopyran (171596-62-6) → (3R,4S)-6-Acetyl-4-(4-fluorobenzamido)-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-1-benzopyran (184653-84-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ / ethanol

2: Et₃N

With ammonia; triethylamine; In ethanol;

DOI:10.1021/jm960535w

Reference yield:

4-fluorobenzoyl chloride (403-43-0) + trans-6-Acetyl-4-amino-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran (175133-79-6) → (3R,4S)-6-Acetyl-4-(4-fluorobenzamido)-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-1-benzopyran (184653-84-7)

Guidance literature:

With triethylamine;

DOI:10.1021/jm960535w

Reference yield: 80.0%

t-Boc-L-valine (13734-41-3) + (3R,4S)-6-Acetyl-4-(4-fluorobenzamido)-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-1-benzopyran (184653-84-7) → (3R,4S)-6-acetyl-4-[(4-fluorobenzene)amido]-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-3-yl (2S)-2-amino-3-methylbutanoate hydrochloride

Guidance literature:

t-Boc-L-valine; (3R,4S)-6-Acetyl-4-(4-fluorobenzamido)-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-1-benzopyran; With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; at 0 ℃; for 4h;

With hydrogenchloride; In 1,4-dioxane; at 0 ℃; for 4h;

upstream raw materials:

4-fluorobenzoyl chloride

trans-6-Acetyl-4-amino-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran

(3R,4R)-6-acetyl-2,2-dimethyl-3,4-epoxy-2H-1-benzopyran

Downstream raw materials:

(3R,4S)-4-(4-fluorobenzamido)-3,4-dihydro-2,2-dimethyl-3-hydroxy-6-(2-hydroxyacetyl)-2H-1-benzopyran