(7R,8S,8aR,9aS)-7,8,8a,9a-tetrahydrochryseno[3,4-b]oxirene-7,8-diol

Base Information

• Chemical Name: (7R,8S,8aR,9aS)-7,8,8a,9a-tetrahydrochryseno[3,4-b]oxirene-7,8-diol
• CAS No.: 77123-24-1
• Molecular Formula: C18H14O3
• Molecular Weight: 278.302
• Mol file: 77123-24-1.mol

Synonyms:(1R,2S,2aR,3aS)-1,2,2a,3a-Tetrahydro-3-oxa-cyclopropa[c]chrysene-1,2-diol;

Chemical Property of (7R,8S,8aR,9aS)-7,8,8a,9a-tetrahydrochryseno[3,4-b]oxirene-7,8-diol

Chemical Property:

• Vapor Pressure: 1.03E-13mmHg at 25°C
• Boiling Point: 567.5°Cat760mmHg
• Flash Point: 297°C
• PSA: 52.99000
• Density: 1.478g/cm³
• LogP: 2.84080

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (7R,8S,8aR,9aS)-7,8,8a,9a-tetrahydrochryseno[3,4-b]oxirene-7,8-diol

There total 22 articles about (7R,8S,8aR,9aS)-7,8,8a,9a-tetrahydrochryseno[3,4-b]oxirene-7,8-diol 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: 98.0%

3α-bromo-1β,2α,4β-trihydroxy-1,2,3,4-tetrahydrochrysene (101349-62-6) → trans-1,2-dihydroxy-syn-3,4-epoxy-1,2,3,4-tetrahydrochrysene (64920-33-8,64938-66-5,67252-82-8,72074-66-9,72074-67-0,77123-23-0,77123-24-1,80433-80-3,80433-82-5,128779-55-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol; for 1h; Ambient temperature;

DOI:10.1021/jo00359a006

Reference yield:

trans-1,2-dihydroxy-1,2-dihydrochrysene (28622-71-1,64920-31-6,67175-76-2,77123-18-3,80433-95-0) → trans-1,2-dihydroxy-anti-3,4-epoxy-1,2,3,4-tetrahydrochrysene (64920-33-8,64938-66-5,67252-82-8,72074-66-9,72074-67-0,77123-23-0,77123-24-1,80433-80-3,80433-82-5,128779-55-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; for 1.5h;

DOI:10.1021/jo00359a006

Reference yield:

1,2-chrysenequinone (2304-83-8) → trans-1,2-dihydroxy-anti-3,4-epoxy-1,2,3,4-tetrahydrochrysene (64920-33-8,64938-66-5,67252-82-8,72074-66-9,72074-67-0,77123-23-0,77123-24-1,80433-80-3,80433-82-5,128779-55-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaBH₄, O₂, 2.) pyridine / 1.) ethanol, 53 h, 2.) overnight

2: 275 mg / NH₃ (gas) / tetrahydrofuran; methanol / 1.) 0 deg C, 1 h, 2.) RT, 4 h

3: 62 mg / m-chloroperbenzoic acid / tetrahydrofuran / 1.5 h

With pyridine; sodium tetrahydroborate; ammonia; oxygen; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol;

DOI:10.1021/jo00359a006

upstream raw materials:

(-)-trans-(1R,2R)-1,2-dihydroxy-1,2-dihydrochrysene

(+)-trans-(1R,2R)-1,2-dihydroxy-1,2,3,4-tetrahydrochrysene

(-)-trans-(1R,2R)-1,2-diacetoxy-1,2-dihydrochrysene

(-)-trans-(1R,2R)-1,2-diacetoxy-1,2,3,4-tetrahydrochrysene

Downstream raw materials:

r-1,t-2,3,c-4-tetrahydroxy-1,2,3,4-tetrahydrochrysene