(R)-1-((1S,2R,3S)-2-Hydroxymethyl-2,3-dimethyl-cyclohexyl)-ethane-1,2-diol

Base Information

Chemical Name:(R)-1-((1S,2R,3S)-2-Hydroxymethyl-2,3-dimethyl-cyclohexyl)-ethane-1,2-diol
CAS No.:325982-00-1
Molecular Formula:C₁₁H₂₂O₃
Molecular Weight:202.294
Hs Code.:

Synonyms:(R)-1-((1S,2R,3S)-2-Hydroxymethyl-2,3-dimethyl-cyclohexyl)-ethane-1,2-diol

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Chemical Property of (R)-1-((1S,2R,3S)-2-Hydroxymethyl-2,3-dimethyl-cyclohexyl)-ethane-1,2-diol

Chemical Property:

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Technology Process of (R)-1-((1S,2R,3S)-2-Hydroxymethyl-2,3-dimethyl-cyclohexyl)-ethane-1,2-diol

There total 7 articles about (R)-1-((1S,2R,3S)-2-Hydroxymethyl-2,3-dimethyl-cyclohexyl)-ethane-1,2-diol 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:

: (R)-2-Benzyloxy-1-((1S,2R,3S)-2-hydroxymethyl-2,3-dimethyl-cyclohexyl)-ethanol

: 325982-00-1
(R)-1-((1S,2R,3S)-2-Hydroxymethyl-2,3-dimethyl-cyclohexyl)-ethane-1,2-diol

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 3h; under 760.051 Torr;
DOI:10.1021/ol0067890

Reference yield:

(E)-6-[(tert-butyldimethylsilyl)oxy]-2-hexen-1-ol: 98897-64-4
(E)-6-[(tert-butyldimethylsilyl)oxy]-2-hexen-1-ol

: 325982-00-1
(R)-1-((1S,2R,3S)-2-Hydroxymethyl-2,3-dimethyl-cyclohexyl)-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 7 steps

1.1: L(+)-DIPT; TBHP; Ti(O-i-Pr)4 / CH₂Cl₂

2.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 20 °C

2.2: 82 percent / tetrahydrofuran; various solvent(s) / 3 h

4.1: Bu₃SnH; Et₃B; Et₂AlCl₃ / toluene; various solvent(s) / -78 - -20 °C

5.1: LDA; INO 390 / tetrahydrofuran; various solvent(s) / 1 h / -78 °C

5.2: tetrahydrofuran; various solvent(s) / 2 h / -78 - -20 °C

6.1: LiAlH₄; INO 390 / tetrahydrofuran / 1 h / 20 °C

7.1: 267 mg / H₂; INO 390 / Pd/C / methanol / 3 h / 20 °C / 760.05 Torr

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate; triethyl borane; hydrogen; tri-n-butyl-tin hydride; sodium hydride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.1: Katsuki-Sharpless epoxidation;
DOI:10.1021/ol0067890

Reference yield:

: 440083-43-2
(2S,3S)-6-(tert-butyldimethylsilyl)oxy-2,3-epoxyhexan-1-ol

: 325982-00-1
(R)-1-((1S,2R,3S)-2-Hydroxymethyl-2,3-dimethyl-cyclohexyl)-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 20 °C

1.2: 82 percent / tetrahydrofuran; various solvent(s) / 3 h

3.1: Bu₃SnH; Et₃B; Et₂AlCl₃ / toluene; various solvent(s) / -78 - -20 °C

4.1: LDA; INO 390 / tetrahydrofuran; various solvent(s) / 1 h / -78 °C

4.2: tetrahydrofuran; various solvent(s) / 2 h / -78 - -20 °C

5.1: LiAlH₄; INO 390 / tetrahydrofuran / 1 h / 20 °C

6.1: 267 mg / H₂; INO 390 / Pd/C / methanol / 3 h / 20 °C / 760.05 Torr

With lithium aluminium tetrahydride; triethyl borane; hydrogen; tri-n-butyl-tin hydride; sodium hydride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; toluene;
DOI:10.1021/ol0067890