(S)-3-((1S,2R)-3-Benzyloxy-1,2-dimethyl-propyl)-3-methyl-cyclohexanol

Base Information

Chemical Name:(S)-3-((1S,2R)-3-Benzyloxy-1,2-dimethyl-propyl)-3-methyl-cyclohexanol
CAS No.:248916-61-2
Molecular Formula:C₁₉H₃₀O₂
Molecular Weight:290.446
Hs Code.:

Synonyms:(S)-3-((1S,2R)-3-Benzyloxy-1,2-dimethyl-propyl)-3-methyl-cyclohexanol

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Chemical Property of (S)-3-((1S,2R)-3-Benzyloxy-1,2-dimethyl-propyl)-3-methyl-cyclohexanol

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Technology Process of (S)-3-((1S,2R)-3-Benzyloxy-1,2-dimethyl-propyl)-3-methyl-cyclohexanol

There total 7 articles about (S)-3-((1S,2R)-3-Benzyloxy-1,2-dimethyl-propyl)-3-methyl-cyclohexanol 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%

: 248916-60-1
benzyl (2R,3S)-2-methyl-3-((1S)-1-methyl-2-cyclohexenyl)butyl ether

: 248916-61-2
(S)-3-((1S,2R)-3-Benzyloxy-1,2-dimethyl-propyl)-3-methyl-cyclohexanol

Guidance literature:: benzyl (2R,3S)-2-methyl-3-((1S)-1-methyl-2-cyclohexenyl)butyl ether; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; for 48h; Heating;

With sodium hydroxide; dihydrogen peroxide; In ethanol; at 55 ℃; for 1.5h;
DOI:10.1021/jm980736v

Reference yield:

: (2R/S,3R)-4-benzyloxy-3-methyl-2-((1S)-1-methyl-2-cyclohexenyl)butanoic acid

: 248916-61-2
(S)-3-((1S,2R)-3-Benzyloxy-1,2-dimethyl-propyl)-3-methyl-cyclohexanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: LiAlH₄ / tetrahydrofuran / 43 h / Heating

2.1: 97 percent / SO₃*Py; Et₃N; DMSO / CH₂Cl₂ / 1.5 h / -10 - -4 °C

3.1: DBU / CH₂Cl₂ / 62 h / 20 °C

4.1: NaBH₄ / methanol / 0.25 h / -10 °C

5.1: 78 percent / pyridine / 24 h / 0 °C

6.1: 80 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

7.1: 9-BBN / tetrahydrofuran / 48 h / Heating

7.2: 95 percent / 30 percent H₂O₂; 6 N aq. NaOH / ethanol / 1.5 h / 55 °C

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; pyridine-SO₃ complex; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1.1: Reduction / 2.1: Oxidation / 3.1: Isomerization / 4.1: Reduction / 5.1: Tosylation / 6.1: reductive cleavae / 7.1: hydroboration / 7.2: Oxidation;
DOI:10.1021/jm980736v

Reference yield:

: 248916-36-1
(2R,3R)-4-Benzyloxy-3-methyl-2-((S)-1-methyl-cyclohex-2-enyl)-butyraldehyde

: 248916-61-2
(S)-3-((1S,2R)-3-Benzyloxy-1,2-dimethyl-propyl)-3-methyl-cyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: DBU / CH₂Cl₂ / 62 h / 20 °C

2.1: NaBH₄ / methanol / 0.25 h / -10 °C

3.1: 78 percent / pyridine / 24 h / 0 °C

4.1: 80 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

5.1: 9-BBN / tetrahydrofuran / 48 h / Heating

5.2: 95 percent / 30 percent H₂O₂; 6 N aq. NaOH / ethanol / 1.5 h / 55 °C

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; 1.1: Isomerization / 2.1: Reduction / 3.1: Tosylation / 4.1: reductive cleavae / 5.1: hydroboration / 5.2: Oxidation;
DOI:10.1021/jm980736v