(1S,4R)-3,3,4-trimethyl-4-p-tolyl-cyclopentanol

Base Information

Chemical Name:(1S,4R)-3,3,4-trimethyl-4-p-tolyl-cyclopentanol
CAS No.:741276-41-5
Molecular Formula:C₁₅H₂₂O
Molecular Weight:218.339
Hs Code.:

Synonyms:(1S,4R)-3,3,4-trimethyl-4-p-tolyl-cyclopentanol

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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 (1S,4R)-3,3,4-trimethyl-4-p-tolyl-cyclopentanol

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Technology Process of (1S,4R)-3,3,4-trimethyl-4-p-tolyl-cyclopentanol

There total 5 articles about (1S,4R)-3,3,4-trimethyl-4-p-tolyl-cyclopentanol 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: 95.0%

: 740800-50-4
(1S,2S,4R)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxaldehyde

: 741276-41-5,24887-33-0
(1S,4R)-3,3,4-trimethyl-4-p-tolyl-cyclopentanol

Guidance literature:: (1S,2S,4R)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxaldehyde; With hydrazine hydrate; In diethylene glycol; at 160 ℃; for 4h;

With sodium hydroxide; In diethylene glycol; at 180 ℃; for 7h; Further stages.;
DOI:10.1016/j.tet.2004.05.037

Reference yield:

: 740800-49-1
(1S,2S,4R)-[4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentyl]methanol

: 741276-41-5,24887-33-0
(1S,4R)-3,3,4-trimethyl-4-p-tolyl-cyclopentanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 98 percent / TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

2.1: hydrazine hydrate / bis-(2-hydroxy-ethyl) ether / 4 h / 160 °C

2.2: 95 percent / NaOH / bis-(2-hydroxy-ethyl) ether / 7 h / 180 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; hydrazine hydrate; In dichloromethane; diethylene glycol;
DOI:10.1016/j.tet.2004.05.037

Reference yield:

: (1R,2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester

: 741276-41-5,24887-33-0
(1S,4R)-3,3,4-trimethyl-4-p-tolyl-cyclopentanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA; HMPA / tetrahydrofuran; diethyl ether; hexane / -90 °C

1.2: tetrahydrofuran; diethyl ether; hexane / -90 - 0 °C

2.1: 95 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

3.1: 98 percent / TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

4.1: hydrazine hydrate / bis-(2-hydroxy-ethyl) ether / 4 h / 160 °C

4.2: 95 percent / NaOH / bis-(2-hydroxy-ethyl) ether / 7 h / 180 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; hydrazine hydrate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; diethylene glycol;
DOI:10.1016/j.tet.2004.05.037