rel-(1R,2R,3S,9S)-1,10,11,12-Tetraphenyl-4-oxapentacyclo<8.2.1.0^2,9.0^3,7.0^6,8>tridec-11-en-5,13-dion

Base Information

• Chemical Name: rel-(1R,2R,3S,9S)-1,10,11,12-Tetraphenyl-4-oxapentacyclo<8.2.1.0^2,9.0^3,7.0^6,8>tridec-11-en-5,13-dion
• CAS No.: 81002-67-7
• Molecular Formula: C₃₆H₂₆O₃
• Molecular Weight: 506.601
• Mol file: 81002-67-7.mol

Synonyms:

Chemical Property of rel-(1R,2R,3S,9S)-1,10,11,12-Tetraphenyl-4-oxapentacyclo<8.2.1.0^2,9.0^3,7.0^6,8>tridec-11-en-5,13-dion

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rel-(1R,2R,3S,9S)-1,10,11,12-Tetraphenyl-4-oxapentacyclo<8.2.1.0^2,9.0^3,7.0^6,8>tridec-11-en-5,13-dion

There total 8 articles about rel-(1R,2R,3S,9S)-1,10,11,12-Tetraphenyl-4-oxapentacyclo<8.2.1.0^2,9.0^3,7.0^6,8>tridec-11-en-5,13-dion 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:

bicyclo<3.1.0>hex-2-ene-endo-6-carboxylic acid (4971-26-0,4971-27-1,16650-35-4,61117-21-3) → rel-(1S,2R,3S,9S)-1,10,11,12-Tetraphenyl-4-oxapentacyclo<8.2.1.02,9.03,7.06,8>tridec-11-en-5,13-dion (81002-67-7,81026-75-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / Br₂, KBr, NaHCO₃ / H₂O

2: 58 percent / DBU / acetonitrile / 16 h / 45 - 50 °C

3: 70 percent / hydroquinone / CCl₄ / 6 h / Heating

With bromine; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinone; potassium bromide; In tetrachloromethane; water; acetonitrile;

DOI:10.1002/cber.19821150131

Reference yield:

bicyclo<3.1.0>hex-2-ene-endo-6-carboxylic acid (4971-26-0,4971-27-1,16650-35-4,61117-21-3) → rel-(1R,2R,3S,9S)-1,10,11,12-Tetraphenyl-4-oxapentacyclo<8.2.1.02,9.03,7.06,8>tridec-11-en-5,13-dion (81002-67-7,81026-75-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / Br₂, KBr, NaHCO₃ / H₂O

2: 58 percent / DBU / acetonitrile / 16 h / 45 - 50 °C

3: 10 percent / hydroquinone / CCl₄ / 6 h / Heating

With bromine; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinone; potassium bromide; In tetrachloromethane; water; acetonitrile;

DOI:10.1002/cber.19821150131

Reference yield:

4-Hydroxybicyclo<3.1.0>hex-2-en-endo-6-carbonsaeure (81002-62-2) → rel-(1S,2R,3S,9S)-1,10,11,12-Tetraphenyl-4-oxapentacyclo<8.2.1.02,9.03,7.06,8>tridec-11-en-5,13-dion (81002-67-7,81026-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 25 percent / p-CH₃-C₆H₄-SO₂Cl / pyridine / 24 h / Ambient temperature

2: 70 percent / hydroquinone / CCl₄ / 6 h / Heating

With hydroquinone; p-toluenesulfonyl chloride; In pyridine; tetrachloromethane;

DOI:10.1002/cber.19821150131

upstream raw materials:

4-Hydroxybicyclo<3.1.0>hex-2-en-endo-6-carbonsaeure

exo-8-Brom-2-oxatricyclo<3.3.0.0^4,6>octan-3-on

bicyclo<3.1.0>hex-2-ene-endo-6-carboxylic acid