Ciprefadol

Base Information

• Chemical Name: Ciprefadol
• CAS No.: 59889-36-0
• Molecular Formula: C₁₉H₂₇NO
• Molecular Weight: 285.429
• UNII: L6RFK0CJ8K
• DSSTox Substance ID: DTXSID00208605
• Nikkaji Number: J254.842I
• Wikipedia: Ciprefadol
• Wikidata: Q5121290
• NCI Thesaurus Code: C79933
• ChEMBL ID: CHEMBL2111073
• Mol file: 59889-36-0.mol

Synonyms:CIPREFADOL;Ciprefadol [INN];59889-36-0;Ciprefadolum;UNII-L6RFK0CJ8K;L6RFK0CJ8K;3-[(4aR,8aR)-2-(cyclopropylmethyl)-1,3,4,5,6,7,8,8a-octahydroisoquinolin-4a-yl]phenol;(-)-3-(2-(Cyclopropylmethyl)-1,3,4,5,6,7,8,8aalpha-octahydro-4aabeta(2H)-isochinolyl)phenol;(-)-m-(2-(Cyclopropylmethyl)-1,3,4,5,6,7,8,8aalpha-octahydro-4abeta-(2H)-isoquinolyl)phenol;SCHEMBL1404222;CHEMBL2111073;DTXSID00208605;Q5121290;PHENOL, 3-((4AR,8AR)-2-(CYCLOPROPYLMETHYL)OCTAHYDRO-4A(2H)-ISOQUINOLINYL)-;PHENOL, 3-(2-(CYCLOPROPYLMETHYL)OCTAHYDRO-4A(2H)-ISOQUINOLINYL-, TRANS, (-)-;(-)-M-(2-(CYCLOPROPYLMETHYL)-1,3,4,5,6,7,8,8A.ALPHA.-OCTAHYDRO-4A.BETA.(2H)-ISOQUINOLYL)PHENOL

Chemical Property of Ciprefadol

Chemical Property:

• Vapor Pressure: 6.36E-08mmHg at 25°C
• Refractive Index: 1.592
• Boiling Point: 427.8°C at 760 mmHg
• Flash Point: 206.6°C
• PSA: 23.47000
• Density: 1.124g/cm³
• LogP: 3.87380
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 285.209264485
• Heavy Atom Count: 21
• Complexity: 367

Purity/Quality:

99% ^*data from raw suppliers

CIPREFADOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CCN(CC2C1)CC3CC3)C4=CC(=CC=C4)O
• Isomeric SMILES: C1CC[C@]2(CCN(C[C@@H]2C1)CC3CC3)C4=CC(=CC=C4)O
• Uses: Analgesic.

Technology Process of Ciprefadol

There total 3 articles about Ciprefadol 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:

(4aS,8aS)-4a-(3-Methoxy-phenyl)-octahydro-isoquinoline-2-carboxylic acid vinyl ester (102538-22-7) → (-)-(4aS,8aR)-3-<2-(cyclopropylmethyl)-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl>phenol (59889-36-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 52 percent / Red-Al / toluene / 1 h / 90 °C

2: 1.) phenyl chloroformate, 2.) aq. KOH / 1.) dichloromethane, reflux, 4 h, 2.) ethanol, reflux, 66 h

3: 91 percent / aq. hydrobromic acid / acetic acid / 18 h / Heating

4: 1.) triethylamine, 2.) LiAlH₄ / 1.) DMF, 90 deg C, 2 h, 2.) THF, reflux, 4 h

With potassium hydroxide; lithium aluminium tetrahydride; hydrogen bromide; triethylamine; phenyl chloroformate; sodium bis(2-methoxyethoxy)aluminium dihydride; In acetic acid; toluene;

DOI:10.1021/jm00398a011

Reference yield:

(-)-(4aS,8aR)-4aβ-(3-methoxyphenyl)-1,2,3,4,4a,5,6,7,8,8aα-decahydroisoquinoline (111765-99-2) → (-)-(4aS,8aR)-3-<2-(cyclopropylmethyl)-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl>phenol (59889-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / aq. hydrobromic acid / acetic acid / 18 h / Heating

2: 1.) triethylamine, 2.) LiAlH₄ / 1.) DMF, 90 deg C, 2 h, 2.) THF, reflux, 4 h

With lithium aluminium tetrahydride; hydrogen bromide; triethylamine; In acetic acid;

DOI:10.1021/jm00398a011

Reference yield:

(+)-(4aS,8aR)-2-methyl-4aβ-(3-methoxyphenyl)-1,2,3,4,4a,5,6,7,8,8aα-decahydroisoquinoline (59908-28-0) → (-)-(4aS,8aR)-3-<2-(cyclopropylmethyl)-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl>phenol (59889-36-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) phenyl chloroformate, 2.) aq. KOH / 1.) dichloromethane, reflux, 4 h, 2.) ethanol, reflux, 66 h

2: 91 percent / aq. hydrobromic acid / acetic acid / 18 h / Heating

3: 1.) triethylamine, 2.) LiAlH₄ / 1.) DMF, 90 deg C, 2 h, 2.) THF, reflux, 4 h

With potassium hydroxide; lithium aluminium tetrahydride; hydrogen bromide; triethylamine; phenyl chloroformate; In acetic acid;

DOI:10.1021/jm00398a011

upstream raw materials:

(4aS,8aS)-4a-(3-Methoxy-phenyl)-octahydro-isoquinoline-2-carboxylic acid vinyl ester

(-)-(4aS,8aR)-4aβ-(3-methoxyphenyl)-1,2,3,4,4a,5,6,7,8,8aα-decahydroisoquinoline

(+)-(4aS,8aR)-2-methyl-4aβ-(3-methoxyphenyl)-1,2,3,4,4a,5,6,7,8,8aα-decahydroisoquinoline

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 59889-36-0 Ciprefadol

Send

Send

Metric Ton KG G Pound L ML

Send

Send