4,4-bis-(4-dimethylamino-phenyl)-4-hydroxy-butyric acid tert-butyl ester

Base Information

• Chemical Name: 4,4-bis-(4-dimethylamino-phenyl)-4-hydroxy-butyric acid tert-butyl ester
• CAS No.: 219701-28-7
• Molecular Formula: C₂₄H₃₄N₂O₃
• Molecular Weight: 398.546

Synonyms:4,4-bis-(4-dimethylamino-phenyl)-4-hydroxy-butyric acid tert-butyl ester

Chemical Property of 4,4-bis-(4-dimethylamino-phenyl)-4-hydroxy-butyric acid tert-butyl ester

Chemical Property:

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Technology Process of 4,4-bis-(4-dimethylamino-phenyl)-4-hydroxy-butyric acid tert-butyl ester

There total 3 articles about 4,4-bis-(4-dimethylamino-phenyl)-4-hydroxy-butyric 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: 91.0%

4,4-bis-(4-dimethylamino-phenyl)-4-hydroxy-but-2-ynoic acid tert-butyl ester (219701-27-6) → 4,4-bis-(4-dimethylamino-phenyl)-4-hydroxy-butyric acid tert-butyl ester (219701-28-7)

Guidance literature:

With hydrogen; Pd-BaSO₄; at 23 ℃; for 0.333333h; under 760 Torr;

DOI:10.1021/ja9835739

Reference yield:

tert-butyl prop-2-ynoate (13831-03-3) → 4,4-bis-(4-dimethylamino-phenyl)-4-hydroxy-butyric acid tert-butyl ester (219701-28-7)

Guidance literature:

Multi-step reaction with 2 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

With n-butyllithium; hydrogen; Pd-BaSO₄;

DOI:10.1021/ja9835739

Reference yield:

bis(p-dimethylaminophenyl)methanone (90-94-8) → 4,4-bis-(4-dimethylamino-phenyl)-4-hydroxy-butyric acid tert-butyl ester (219701-28-7)

Guidance literature:

Multi-step reaction with 2 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

With n-butyllithium; hydrogen; Pd-BaSO₄;

DOI:10.1021/ja9835739

upstream raw materials:

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

tert-butyl prop-2-ynoate

bis(p-dimethylaminophenyl)methanone

Downstream raw materials:

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

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

C₂₃H₃₀N₂O

(R)-2-[2,2-Bis-(4-dimethylamino-phenyl)-vinyl]-5-chloro-pentan-1-ol

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