trans-7,8,9,10-Tetrahydro-benzo[a]pyrene-7,8-diol Dibenzoate

Base Information

• Chemical Name: trans-7,8,9,10-Tetrahydro-benzo[a]pyrene-7,8-diol Dibenzoate
• CAS No.: 57405-00-2
• Molecular Formula: C₃₄H₂₄O₄
• Molecular Weight: 496.562
• Mol file: 57405-00-2.mol

Synonyms:

Chemical Property of trans-7,8,9,10-Tetrahydro-benzo[a]pyrene-7,8-diol Dibenzoate

Chemical Property:

• Melting Point: >150°C (dec.)
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly)

Purity/Quality:

trans-7,8,9,10-Tetrahydro-benzo[a]pyrene-7,8-diolDibenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Used in the preparation of carcinogenic Benzo[a]pyrene Diol Epoxide (B287550).

Technology Process of trans-7,8,9,10-Tetrahydro-benzo[a]pyrene-7,8-diol Dibenzoate

There total 2 articles about trans-7,8,9,10-Tetrahydro-benzo[a]pyrene-7,8-diol Dibenzoate 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: 60.0%

9,10-dihydro benzopyrene (17573-15-8) + silver benzoate (532-31-0) → (+/-)-7,8,9,10-Tetrahydrobenzopyrene-trans-7,8-diol dibenzoate (57405-00-2,62896-79-1,63268-35-9,64912-52-3)

Guidance literature:

With iodine;

Reference yield:

7-hydroxy-7,8,9,10-tetrahydrobenzopyrene (6272-55-5,91484-77-4) → (+/-)-7,8,9,10-Tetrahydrobenzopyrene-trans-7,8-diol dibenzoate (57405-00-2,62896-79-1,63268-35-9,64912-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.64 g / p-TsOH / benzene / 1 h / 50 °C

2: 60 percent / I₂

With iodine; toluene-4-sulfonic acid; In benzene;

Reference yield: 57.0%

(+/-)-7,8,9,10-Tetrahydrobenzopyrene-trans-7,8-diol dibenzoate (57405-00-2,62896-79-1,63268-35-9,64912-52-3) → C34H23BrO4 (57405-01-3,61505-22-4)

Guidance literature:

With N-Bromosuccinimide;

upstream raw materials:

9,10-dihydro benzopyrene

silver benzoate

7-hydroxy-7,8,9,10-tetrahydrobenzopyrene

Downstream raw materials:

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (7S,8S)-8-hydroxy-7,8,9,10-tetrahydro-benzo[def]chrysen-7-yl ester

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (7R,8R)-8-hydroxy-7,8,9,10-tetrahydro-benzo[def]chrysen-7-yl ester

C₃₄H₂₃BrO₄

(-)-(7R,8S,9S,10R)-7,8-dihydroxy-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene

Refernces

• 1、 Iyer, Radhakrishnan P.,Slaga, Thomas J.,Pal, Bimal C.. "Preparation of Enantiomers of (+/-)-trans-7β,8α-Dihydroxy-9α,10α-epoxy-7,8,9,10-tetrahydrobenzopyrene". . p. 275 - 278. Retrieved 2007/10/02.