Otobaine

Base Information

• Chemical Name: Otobaine
• CAS No.: 3738-01-0
• Molecular Formula: C20H20O4
• Molecular Weight: 324.3704
• NSC Number: 407222,119120
• DSSTox Substance ID: DTXSID60958477
• Wikidata: Q105033611
• Mol file: 3738-01-0.mol

Synonyms:Otobaine;Otobit;Naphtho[1,3-dioxole, 6,7,8,9-tetrahydro-7.alpha.,8.beta.-dimethyl-9.alpha.-[3,4-(methylenedioxy)phenyl]-;Naphtho[1,3-dioxole, 9-(1,3-benzodioxol-5-yl)-6,7,8,9-tetrahydro-7,8-dimethyl-, [7S-(7.alpha.,8.beta.,9.alpha.)]-;SCHEMBL2984330;DTXSID60958477;HTUIKPYRGODLDO-UHFFFAOYSA-N;NSC119120;NSC407222;Naphtho[1,2-d]-1,3-dioxole, 6,7,8,9-tetrahydro-7.alpha.,8.beta.-dimethyl-9.alpha.-[3,4-(methylenedioxy)phenyl]-;Naphtho[1,2-d]-1,3-dioxole, 9-(1,3-benzodioxol-5-yl)-6,7,8,9-tetrahydro-7,8-dimethyl-, [7S-(7.alpha.,8.beta.,9.alpha.)]-;9-(1,3-Benzodioxol-5-yl)-7,8-dimethyl-6,7,8,9-tetrahydronaphtho[1,2-d][1,3]dioxole #;9-(2H-1,3-Benzodioxol-5-yl)-7,8-dimethyl-6,7,8,9-tetrahydro-2H-naphtho[1,2-d][1,3]dioxole

Chemical Property of Otobaine

Chemical Property:

• Vapor Pressure: 5.17E-07mmHg at 25°C
• Melting Point: 134 - 136 °C
• Boiling Point: 424.3°Cat760mmHg
• Flash Point: 133.8°C
• PSA: 36.92000
• Density: 1.234g/cm³
• LogP: 4.10420
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 324.13615911
• Heavy Atom Count: 24
• Complexity: 469

Purity/Quality:

99%, ^*data from raw suppliers

OTOBAIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2=C(C(C1C)C3=CC4=C(C=C3)OCO4)C5=C(C=C2)OCO5

Technology Process of Otobaine

There total 6 articles about Otobaine 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:

otobanone (34426-79-4) → otobain (3684-40-0,3738-01-0)

Guidance literature:

With hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; for 48h; Yield given;

Reference yield:

(6S,7R,8S)-9-Benzo[1,3]dioxol-5-yl-7,8-dimethyl-6,7,8,9-tetrahydro-naphtho[1,2-d][1,3]dioxol-6-ol (60237-75-4,125074-10-4) → otobain (3684-40-0,3738-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: p-toluenesulfonic acid, H₂ / 5 percent Pd-C / methanol

With pyridine; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol;

Reference yield:

7,8-Dimethyl-9-<1,3-benzodioxolyl-(5)>-8,9-dihydro-naphtho<1,2-d>-1,3-dioxol, 'Didehydro-otobain' (60237-76-5,125074-11-5) → otobain (3684-40-0,3738-01-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h; Yield given;

upstream raw materials:

7,8-Dimethyl-9-<1,3-benzodioxolyl-(5)>-8,9-dihydro-naphtho<1,2-d>-1,3-dioxol, 'Didehydro-otobain'

otobanone

Acetic acid (6S,7R,8S)-9-benzo[1,3]dioxol-5-yl-7,8-dimethyl-6,7,8,9-tetrahydro-naphtho[1,2-d][1,3]dioxol-6-yl ester

(6S,7R,8S)-9-Benzo[1,3]dioxol-5-yl-7,8-dimethyl-6,7,8,9-tetrahydro-naphtho[1,2-d][1,3]dioxol-6-ol

Refernces