(R)-1-((R)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate

Base Information

Chemical Name:(R)-1-((R)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate
CAS No.:1401466-94-1
Molecular Formula:C₂₄H₂₉O₄P
Molecular Weight:412.466
Hs Code.:

Synonyms:(R)-1-((R)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate

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Chemical Property of (R)-1-((R)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate

Chemical Property:

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Technology Process of (R)-1-((R)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate

There total 3 articles about (R)-1-((R)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate 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:

: 1914-65-4
tetralin-1-carboxylic acid

: 1401466-94-1
(R)-1-((R)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate

: (S)-1-((S)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

2: 20 °C / Cooling with ice

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 - 20 °C

4: copper(II) bis(trifluoromethanesulfonate); (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole) / hexane; dichloromethane / 4 h / 20 °C / Inert atmosphere

With oxalyl dichloride; copper(II) bis(trifluoromethanesulfonate); 1,8-diazabicyclo[5.4.0]undec-7-ene; N,N-dimethyl-formamide; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In tetrahydrofuran; hexane; dichloromethane; 4: Claisen rearrangement;
DOI:10.1002/anie.201203092

Reference yield:

: 1401467-17-1
diethyl (E)-cinnamyloxy(3,4-dihydronaphthalen-1(2H)-ylidene)methylphosphonate

: 1401466-94-1
(R)-1-((R)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate

: (S)-1-((S)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate

Guidance literature:: With copper(II) bis(trifluoromethanesulfonate); (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In hexane; dichloromethane; at 20 ℃; for 4h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/anie.201203092

Reference yield:

: C₁₅H₂₁O₄P

: 1401466-94-1
(R)-1-((R)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate

: (S)-1-((S)-1-phenylallyl)-1,2,3,4-tetrahydronaphthalene-1-carbonylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 - 20 °C

2: copper(II) bis(trifluoromethanesulfonate); (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole) / hexane; dichloromethane / 4 h / 20 °C / Inert atmosphere

With copper(II) bis(trifluoromethanesulfonate); 1,8-diazabicyclo[5.4.0]undec-7-ene; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In tetrahydrofuran; hexane; dichloromethane; 2: Claisen rearrangement;
DOI:10.1002/anie.201203092