[1R,2S,3R]-(-)-2-methyl-1-phenyl-1,3-butanediol

Base Information

Chemical Name:[1R,2S,3R]-(-)-2-methyl-1-phenyl-1,3-butanediol
CAS No.:180061-08-9
Molecular Formula:C₁₁H₁₆O₂
Molecular Weight:180.247
Hs Code.:

Synonyms:[1R,2S,3R]-(-)-2-methyl-1-phenyl-1,3-butanediol

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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 [1R,2S,3R]-(-)-2-methyl-1-phenyl-1,3-butanediol

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Technology Process of [1R,2S,3R]-(-)-2-methyl-1-phenyl-1,3-butanediol

There total 21 articles about [1R,2S,3R]-(-)-2-methyl-1-phenyl-1,3-butanediol 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: 83.0%

: 283151-88-2
[3R,4R]-(+)-4-hydroxy-3-methyl-4-phenyl-2-butanone

: 180061-08-9
[1R,2S,3R]-(-)-2-methyl-1-phenyl-1,3-butanediol

Guidance literature:: With zinc borohydride; In diethyl ether; at 0 ℃; for 0.5h;
DOI:10.1055/s-2006-933145 DOI:10.1016/j.tet.2007.03.079

Reference yield:

: 6668-24-2,114764-47-5
2-methyl-1-phenyl-1,3-butanedione

: 585564-38-1
2-methyl-1-phenyl-1,3-butanediol

: 180061-08-9
[1R,2S,3R]-(-)-2-methyl-1-phenyl-1,3-butanediol

Guidance literature:: 2-methyl-1-phenyl-1,3-butanedione; With formic acid; triethylamine; (S,S)-Ru-[N-(tosyl)-1,2-diphenylethylenediamine](p-cymene); In dichloromethane; at 40 ℃; for 3h;

With zinc(II) tetrahydroborate; In tetrahydrofuran; diethyl ether; at 0 ℃; for 30h;
DOI:10.1021/jo050407s

Reference yield:

: 93-55-0
1-phenyl-propan-1-one

: 180061-08-9
[1R,2S,3R]-(-)-2-methyl-1-phenyl-1,3-butanediol

Guidance literature:: Multi-step reaction with 2 steps

1.1: borontrifluoride acetic acid; toluene-4-sulfonic acid / 12 h / 20 °C

1.2: AcONa / 22 / 3 h / Heating

2.1: formic acid; triethylamine / (S,S)-Ru-[N-(tosyl)-1,2-diphenylethylenediamine](p-cymene) / dichloromethane / 3 h / 40 °C

2.2: Zn(BH₄)2 / 2; 13 / 30 h / 0 °C

With formic acid; borontrifluoride acetic acid; toluene-4-sulfonic acid; triethylamine; (S,S)-Ru-[N-(tosyl)-1,2-diphenylethylenediamine](p-cymene); In dichloromethane;
DOI:10.1021/jo050407s