(R)-4-(3-(3-(2-(1-Hydroxycyclohexyl)ethyl)-4-oxo-2-thiazolidinyl)propyl)benzoic acid

Base Information

Chemical Name:(R)-4-(3-(3-(2-(1-Hydroxycyclohexyl)ethyl)-4-oxo-2-thiazolidinyl)propyl)benzoic acid
CAS No.:84040-56-2
Molecular Formula:C₂₁H₂₉NO₄S
Molecular Weight:391.532
Hs Code.:
UNII:YAP20R43KH
ChEMBL ID:CHEMBL324742

Synonyms:YAP20R43KH;UNII-YAP20R43KH;L-644122, (R)-;(+)-(R)-4-(3-(3-(2-(1-Hydroxycyclohexyl)ethyl)-4-oxo-2-thiazolidinyl)propyl)benzoic acid;(R)-4-(3-(3-(2-(1-Hydroxycyclohexyl)ethyl)-4-oxo-2-thiazolidinyl)propyl)benzoic acid;Benzoic acid, 4-(3-(3-(2-(1-hydroxycyclohexyl)ethyl)-4-oxo-2-thiazolidinyl)propyl)-, (R)-;84040-56-2;L-644122;CHEMBL324742

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Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-4-(3-(3-(2-(1-Hydroxycyclohexyl)ethyl)-4-oxo-2-thiazolidinyl)propyl)benzoic acid

Chemical Property:

XLogP3:3.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:8
Exact Mass:391.18172958
Heavy Atom Count:27
Complexity:512

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CCC(CC1)(CCN2C(SCC2=O)CCCC3=CC=C(C=C3)C(=O)O)O
Isomeric SMILES:C1CCC(CC1)(CCN2[C@H](SCC2=O)CCCC3=CC=C(C=C3)C(=O)O)O

Technology Process of (R)-4-(3-(3-(2-(1-Hydroxycyclohexyl)ethyl)-4-oxo-2-thiazolidinyl)propyl)benzoic acid

There total 10 articles about (R)-4-(3-(3-(2-(1-Hydroxycyclohexyl)ethyl)-4-oxo-2-thiazolidinyl)propyl)benzoic 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:

: 14368-55-9
2-(1-hydroxycyclohexyl)acetonitrile

: 84040-56-2
(+)-4-(3-{3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl}propyl)benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 52 percent / lithium tetrahydridoaluminate / diethyl ether / 2 h / Heating

2: 2.) Et₃N / 1.) toluene, reflux, 1 h, 2.) toluene, reflux, 21 h

3: 45 percent / NaOH / H₂O; methanol / 16 h / 25 - 27 °C

4: 10.55 g / K₂CO₃ / dimethylformamide / 19.5 h / Ambient temperature

5: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 22 h / Ambient temperature

6: 1.) KOH, dicyclohexyl-18-crown-6, 2.) H₂O / 1.) toluene, 40 deg C, 1 h, 2.) toluene, 40 deg C, 45 h

With dmap; perhydrodibenzo-18-crown-6; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; water; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00357a006

Reference yield:

: 39884-50-9
1-(2-aminoethyl)cyclohexanol

: 84040-56-2
(+)-4-(3-{3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl}propyl)benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) Et₃N / 1.) toluene, reflux, 1 h, 2.) toluene, reflux, 21 h

2: 45 percent / NaOH / H₂O; methanol / 16 h / 25 - 27 °C

3: 10.55 g / K₂CO₃ / dimethylformamide / 19.5 h / Ambient temperature

4: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 22 h / Ambient temperature

5: 1.) KOH, dicyclohexyl-18-crown-6, 2.) H₂O / 1.) toluene, 40 deg C, 1 h, 2.) toluene, 40 deg C, 45 h

With dmap; perhydrodibenzo-18-crown-6; potassium hydroxide; sodium hydroxide; water; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00357a006

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 84040-56-2
(+)-4-(3-{3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl}propyl)benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) butyllithium, diisopropylamine, 2.) HMPA / 1.) hexane, THF, - 78 deg C, 20 min, 2.) hexane, THF, - 78 deg C, 45 min

2: 52 percent / lithium tetrahydridoaluminate / diethyl ether / 2 h / Heating

3: 2.) Et₃N / 1.) toluene, reflux, 1 h, 2.) toluene, reflux, 21 h

4: 45 percent / NaOH / H₂O; methanol / 16 h / 25 - 27 °C

5: 10.55 g / K₂CO₃ / dimethylformamide / 19.5 h / Ambient temperature

6: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 22 h / Ambient temperature

7: 1.) KOH, dicyclohexyl-18-crown-6, 2.) H₂O / 1.) toluene, 40 deg C, 1 h, 2.) toluene, 40 deg C, 45 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; perhydrodibenzo-18-crown-6; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; water; potassium carbonate; triethylamine; diisopropylamine; dicyclohexyl-carbodiimide; In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00357a006