(-)-13beta-Hydroxystylopine

Base Information

• Chemical Name: (-)-13beta-Hydroxystylopine
• CAS No.: 53777-76-7
• Molecular Formula: C₁₉H₁₇NO₅
• Molecular Weight: 339.348
• DSSTox Substance ID: DTXSID50202052
• Wikidata: Q83075306
• Mol file: 53777-76-7.mol

Synonyms:(-)-13beta-Hydroxystylopine;53777-76-7;4H-Bis(1,3)benzodioxolo(5,6-a:4',5'-g)quinolizin-13-ol, 6,7,12b,13-tetrahydro-, (12bR-(12balpha,13beta))-;4H-Bis(1,3)benzodioxolo(5,6-a:4',5'-g)quinolizin-13-ol, 6,7,12b,13-tetrahydro-, (12bR-trans)-;DTXSID50202052

Chemical Property of (-)-13beta-Hydroxystylopine

Chemical Property:

• Vapor Pressure: 5.09E-11mmHg at 25°C
• Boiling Point: 505°Cat760mmHg
• Flash Point: 259.2°C
• Density: 1.56g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 339.11067264
• Heavy Atom Count: 25
• Complexity: 532

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CC3=C(C=CC4=C3OCO4)C(C2C5=CC6=C(C=C51)OCO6)O
• Isomeric SMILES: C1CN2CC3=C(C=CC4=C3OCO4)[C@H]([C@H]2C5=CC6=C(C=C51)OCO6)O

Technology Process of (-)-13beta-Hydroxystylopine

There total 4 articles about (-)-13beta-Hydroxystylopine 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:

13-hydroxy-6,7-dihydro-[1,3]dioxolo[4,5-g][1,3]dioxolo[4',5':7,8]isoquino[3,2-a]isoquinolinylium; chloride (53798-64-4) → (+/-)-13β-Hydroxystylopin (53777-76-7,53833-90-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; water;

DOI:10.1021/jo00893a022

Reference yield:

N-methyl-13,14-dehydrostylopinium chloride (53777-79-0) → (+/-)-13β-Hydroxystylopin (53777-76-7,53833-90-2)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) (heating), (ii) O₂

2: MCPBA / CH₂Cl₂

3: NaBH₄ / ethanol; H₂O

With sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; water;

DOI:10.1021/jo00893a022

Reference yield:

Dihydrocoptisine (53777-78-9) → (+/-)-13β-Hydroxystylopin (53777-76-7,53833-90-2)

Guidance literature:

Multi-step reaction with 2 steps

1: MCPBA / CH₂Cl₂

2: NaBH₄ / ethanol; H₂O

With sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; water;

DOI:10.1021/jo00893a022

upstream raw materials:

13-hydroxy-6,7-dihydro-[1,3]dioxolo[4,5-g][1,3]dioxolo[4',5':7,8]isoquino[3,2-a]isoquinolinylium; chloride

N-methyl-13,14-dehydrostylopinium chloride

Dihydrocoptisine

protopine