(1S,2S)-1,2,3,4-tetrahydrochrysene-1,2-diyl diacetate

Base Information

• Chemical Name: (1S,2S)-1,2,3,4-tetrahydrochrysene-1,2-diyl diacetate
• CAS No.: 80433-91-6
• Molecular Formula: C₂₂H₂₀O₄
• Molecular Weight: 348.398
• Mol file: 80433-91-6.mol

Synonyms:1,2-Chrysenediol,1,2,3,4-tetrahydro-, diacetate, (1S-trans)- (9CI)

Chemical Property of (1S,2S)-1,2,3,4-tetrahydrochrysene-1,2-diyl diacetate

Chemical Property:

• Vapor Pressure: 1.08E-10mmHg at 25°C
• Boiling Point: 514.4°Cat760mmHg
• Flash Point: 262°C
• Density: 1.26g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,2S)-1,2,3,4-tetrahydrochrysene-1,2-diyl diacetate

There total 3 articles about (1S,2S)-1,2,3,4-tetrahydrochrysene-1,2-diyl diacetate 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: 94.8%

acetic anhydride (108-24-7) + (-)-trans-(1S,2S)-1,2-dihydroxy-1,2,3,4-tetrahydrochrysene (80433-89-2,73771-79-6) → (+)-trans-(1S,2S)-1,2-diacetoxy-1,2,3,4-tetrahydrochrysene (80433-91-6)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1021/jo00345a043

Reference yield:

(+/-)-trans-1,2-dihydroxy-1,2,3,4-tetrahydrochrysene (67175-75-1,73771-79-6) → (+)-trans-(1S,2S)-1,2-diacetoxy-1,2,3,4-tetrahydrochrysene (80433-91-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 33 percent / pyridine / 1.) room temperature, overnight, 2.) 65 deg C, 0.5 h

2: 100 percent / 10percent aq. NaOH / methanol; tetrahydrofuran / 1 h / Ambient temperature

3: 94.8 percent / pyridine / Ambient temperature

With pyridine; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1021/jo00345a043

Reference yield:

((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (1S,2S)-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-1,2,3,4-tetrahydro-chrysen-1-yl ester (80446-24-8) → (+)-trans-(1S,2S)-1,2-diacetoxy-1,2,3,4-tetrahydrochrysene (80433-91-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 10percent aq. NaOH / methanol; tetrahydrofuran / 1 h / Ambient temperature

2: 94.8 percent / pyridine / Ambient temperature

With pyridine; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1021/jo00345a043

upstream raw materials:

acetic anhydride

(-)-trans-(1S,2S)-1,2-dihydroxy-1,2,3,4-tetrahydrochrysene

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

((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (1S,2S)-2-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-1,2,3,4-tetrahydro-chrysen-1-yl ester

Downstream raw materials:

(+)-trans-(1S,2S)-1,2-diacetoxy-1,2-dihydrochrysene

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

(-)-(1S,2R,3R,4S)-1,2-dihydroxy-3,4-epoxy-1,2,3,4-tetrahydrochrysene

trans-Chrysene-1,2-Dihydrodiol

Refernces