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

Base Information

Chemical Name:(1S,2S,4R)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxaldehyde
CAS No.:740800-50-4
Molecular Formula:C₂₁H₃₄O₂Si
Molecular Weight:346.585
Hs Code.:

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

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

Chemical Property:

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Technology Process of (1S,2S,4R)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxaldehyde

There total 4 articles about (1S,2S,4R)-4-(tert-butyl-dimethyl-silanyloxy)-1,2-dimethyl-2-p-tolyl-cyclopentanecarboxaldehyde 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: 98.0%

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

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

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In dichloromethane; at 20 ℃;
DOI:10.1016/j.tet.2004.05.037

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: imidazole / dimethylformamide / 20 °C

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

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

3.1: 95 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

4.1: 98 percent / TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
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

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

Guidance literature:: Multi-step reaction with 3 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

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