(1R,3R)-3-((S)-1,5-Dimethyl-5-triethylsilanyloxy-hexyl)-2,2-dimethyl-cyclohexanecarbaldehyde

Base Information

Chemical Name:(1R,3R)-3-((S)-1,5-Dimethyl-5-triethylsilanyloxy-hexyl)-2,2-dimethyl-cyclohexanecarbaldehyde
CAS No.:191042-35-0
Molecular Formula:C₂₃H₄₆O₂Si
Molecular Weight:382.703
Hs Code.:

Synonyms:(1R,3R)-3-((S)-1,5-Dimethyl-5-triethylsilanyloxy-hexyl)-2,2-dimethyl-cyclohexanecarbaldehyde

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Chemical Property of (1R,3R)-3-((S)-1,5-Dimethyl-5-triethylsilanyloxy-hexyl)-2,2-dimethyl-cyclohexanecarbaldehyde

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Technology Process of (1R,3R)-3-((S)-1,5-Dimethyl-5-triethylsilanyloxy-hexyl)-2,2-dimethyl-cyclohexanecarbaldehyde

There total 11 articles about (1R,3R)-3-((S)-1,5-Dimethyl-5-triethylsilanyloxy-hexyl)-2,2-dimethyl-cyclohexanecarbaldehyde 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%

: [(1R,3R)-3-((S)-1,5-Dimethyl-5-triethylsilanyloxy-hexyl)-2,2-dimethyl-cyclohexyl]-methanol

: 191042-35-0
(1R,3R)-3-((S)-1,5-Dimethyl-5-triethylsilanyloxy-hexyl)-2,2-dimethyl-cyclohexanecarbaldehyde

Guidance literature:: With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In dichloromethane; at -8 ℃; for 6h;
DOI:10.1016/S0960-894X(97)00242-4

Reference yield:

: (R)-2-((R)-6,6-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-propan-1-ol

: 191042-35-0
(1R,3R)-3-((S)-1,5-Dimethyl-5-triethylsilanyloxy-hexyl)-2,2-dimethyl-cyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1: NEt₃, DMAP / CH₂Cl₂ / 20 h / Ambient temperature

2: 1.) NaH / 1.) DMSO, 65 deg C, 1.5 h, 2.) DMSO, room temperature, 2 h

3: PPTS / propan-1-ol / 1 h / Ambient temperature

4: H₂ / Rh/Al₂O₃ / ethyl acetate / 2 h / 760 Torr / Ambient temperature

5: PPTS / acetone; H₂O / 30 h / Ambient temperature

6: imidazole / dimethylformamide / 35 h / Ambient temperature

7: t-BuOK / tetrahydrofuran / 3 h / Heating

8: 1.) BH₃*Me₂S, 2.) H₂O₂, NaOH / 1.) hexane, room temperature, 3 h, 2.) EtOH, 65 deg C, 1 h

9: 95 percent / SO₃*py, DMSO, Et₃N / CH₂Cl₂ / 6 h / -8 °C

With 1H-imidazole; dmap; sodium hydroxide; pyridine-SO₃ complex; dimethylsulfide borane complex; potassium tert-butylate; hydrogen; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triethylamine; Rh/Al₂O₃; In tetrahydrofuran; propan-1-ol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0960-894X(97)00242-4

Reference yield:

: ((R)-6,6-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-acetic acid methyl ester

: 191042-35-0
(1R,3R)-3-((S)-1,5-Dimethyl-5-triethylsilanyloxy-hexyl)-2,2-dimethyl-cyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) LDA, 2.) HMPA / 1.) THF, -30 deg C, 2.) -78 deg C, 3 h; room temperature, 2 h

2: LiAlH₄ / diethyl ether / 4 h / Ambient temperature

3: NEt₃, DMAP / CH₂Cl₂ / 20 h / Ambient temperature

4: 1.) NaH / 1.) DMSO, 65 deg C, 1.5 h, 2.) DMSO, room temperature, 2 h

5: PPTS / propan-1-ol / 1 h / Ambient temperature

6: H₂ / Rh/Al₂O₃ / ethyl acetate / 2 h / 760 Torr / Ambient temperature

7: PPTS / acetone; H₂O / 30 h / Ambient temperature

8: imidazole / dimethylformamide / 35 h / Ambient temperature

9: t-BuOK / tetrahydrofuran / 3 h / Heating

10: 1.) BH₃*Me₂S, 2.) H₂O₂, NaOH / 1.) hexane, room temperature, 3 h, 2.) EtOH, 65 deg C, 1 h

11: 95 percent / SO₃*py, DMSO, Et₃N / CH₂Cl₂ / 6 h / -8 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium hydroxide; lithium aluminium tetrahydride; pyridine-SO₃ complex; dimethylsulfide borane complex; potassium tert-butylate; hydrogen; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; Rh/Al₂O₃; In tetrahydrofuran; propan-1-ol; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0960-894X(97)00242-4