(R)-2-Biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-en-1-ol

Base Information

Chemical Name:(R)-2-Biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-en-1-ol
CAS No.:219701-38-9
Molecular Formula:C₃₃H₃₆N₂O
Molecular Weight:476.662
Hs Code.:

Synonyms:(R)-2-Biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-en-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-2-Biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-en-1-ol

Chemical Property:

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Technology Process of (R)-2-Biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-en-1-ol

There total 6 articles about (R)-2-Biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-en-1-ol 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:

: 219701-36-7
2-biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-enoic acid tert-butyl ester

: 219701-38-9
(R)-2-Biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 - 0 ℃; for 0.5h;
DOI:10.1021/ja9835739

Reference yield:

: 90-94-8
bis(p-dimethylaminophenyl)methanone

: 219701-38-9
(R)-2-Biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) THF, -15 deg C, 20 h

2: 91 percent / H₂ / 5 percent Pd/BaSO₄ / 0.33 h / 23 °C / 760 Torr

3: 86 percent / CH₃SO₂Cl, Et₃N, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 0 °C

4: 81 percent / CsOH*H₂O, O-benzyl-N-(9-anthrylmethyl)cinchonidinium bromide / CH₂Cl₂; diethyl ether / 12 h / -65 °C

5: diisobutylaluminum hydride / CH₂Cl₂ / 0.5 h / -78 - 0 °C

With dmap; cesium hydroxide; n-butyllithium; (2R,5R,1'S)-1-(9-anthracenyl)methyl-5-ethylene-2-<1-benzyloxy-1-(quinol-4-yl)>methyl-1-azoniabicyclo<2.2.2>octane bromide; hydrogen; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; Pd-BaSO₄; In diethyl ether; dichloromethane;
DOI:10.1021/ja9835739

Reference yield:

: 219701-27-6
4,4-bis-(4-dimethylamino-phenyl)-4-hydroxy-but-2-ynoic acid tert-butyl ester

: 219701-38-9
(R)-2-Biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / H₂ / 5 percent Pd/BaSO₄ / 0.33 h / 23 °C / 760 Torr

2: 86 percent / CH₃SO₂Cl, Et₃N, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 0 °C

3: 81 percent / CsOH*H₂O, O-benzyl-N-(9-anthrylmethyl)cinchonidinium bromide / CH₂Cl₂; diethyl ether / 12 h / -65 °C

4: diisobutylaluminum hydride / CH₂Cl₂ / 0.5 h / -78 - 0 °C

With dmap; cesium hydroxide; (2R,5R,1'S)-1-(9-anthracenyl)methyl-5-ethylene-2-<1-benzyloxy-1-(quinol-4-yl)>methyl-1-azoniabicyclo<2.2.2>octane bromide; hydrogen; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; Pd-BaSO₄; In diethyl ether; dichloromethane;
DOI:10.1021/ja9835739