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

Base Information

Chemical Name:2-biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-enoic acid tert-butyl ester
CAS No.:219701-36-7
Molecular Formula:C₃₇H₄₂N₂O₂
Molecular Weight:546.753
Hs Code.:

2-biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-enoic acid <i>tert</i>-butyl ester

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

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Chemical Property of 2-biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-enoic acid tert-butyl ester

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Technology Process of 2-biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-enoic acid tert-butyl ester

There total 5 articles about 2-biphenyl-2-ylmethyl-4,4-bis-(4-dimethylamino-phenyl)-but-3-enoic acid tert-butyl ester 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: 81.0%

: 19853-09-9
2-phenylbenzyl bromide

: 219701-29-8
4,4-bis-(4-dimethylamino-phenyl)-but-3-enoic acid tert-butyl ester

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

Guidance literature:: With 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; In diethyl ether; dichloromethane; at -65 ℃; for 12h;
DOI:10.1021/ja9835739

Reference yield:

: 13831-03-3
tert-butyl prop-2-ynoate

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

Guidance literature:: Multi-step reaction with 4 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

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; methanesulfonyl chloride; triethylamine; Pd-BaSO₄; In diethyl ether; dichloromethane;
DOI:10.1021/ja9835739

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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; methanesulfonyl chloride; triethylamine; Pd-BaSO₄; In diethyl ether; dichloromethane;
DOI:10.1021/ja9835739