(1R,2R,3S)-2-<(1S)-1-(tert-Butoxycarbonyl)ethyl>-3-methylcyclohexane-1-methanol

Base Information

Chemical Name:(1R,2R,3S)-2-<(1S)-1-(tert-Butoxycarbonyl)ethyl>-3-methylcyclohexane-1-methanol
CAS No.:142459-42-5
Molecular Formula:C₁₅H₂₈O₃
Molecular Weight:256.386
Hs Code.:

Synonyms:(1R,2R,3S)-2-<(1S)-1-(tert-Butoxycarbonyl)ethyl>-3-methylcyclohexane-1-methanol

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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 (1R,2R,3S)-2-<(1S)-1-(tert-Butoxycarbonyl)ethyl>-3-methylcyclohexane-1-methanol

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Technology Process of (1R,2R,3S)-2-<(1S)-1-(tert-Butoxycarbonyl)ethyl>-3-methylcyclohexane-1-methanol

There total 10 articles about (1R,2R,3S)-2-<(1S)-1-(tert-Butoxycarbonyl)ethyl>-3-methylcyclohexane-1-methanol 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: 89.0%

: 142459-41-4
(1R,2R,3S)-2-<(1S)-1-(tert-Butoxycarbonyl)ethyl>-3-methylcyclohexane-1-carboxylic acid, methyl ester

: 142459-42-5
(1R,2R,3S)-2-<(1S)-1-(tert-Butoxycarbonyl)ethyl>-3-methylcyclohexane-1-methanol

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; 1) 0 deg C, 1 h, 2) r.t., 1 h;
DOI:10.1021/jo00036a026

Reference yield:

: 56904-86-0
tert-butyl 2-(triphenylphosphoranylidene)propionate

: 142459-42-5
(1R,2R,3S)-2-<(1S)-1-(tert-Butoxycarbonyl)ethyl>-3-methylcyclohexane-1-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / acetonitrile / 2 h / Heating

2: 56 percent / L-Selectride / tetrahydrofuran / 1 h / -80 - -25 °C

3: 89 percent / NaAl(OCH₂CH₂OMe)2H₂ / tetrahydrofuran; toluene / 1) 0 deg C, 1 h, 2) r.t., 1 h

With L-Selectride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; acetonitrile;
DOI:10.1021/jo00036a026

Reference yield:

: 25913-88-6,135006-51-8,142459-21-0
(2S)-2-methyl-5-hexen-1-ol

: 142459-42-5
(1R,2R,3S)-2-<(1S)-1-(tert-Butoxycarbonyl)ethyl>-3-methylcyclohexane-1-methanol

Guidance literature:: Multi-step reaction with 8 steps

1: 99.5 percent / imidazole / CH₂Cl₂ / 0.67 h / Ambient temperature

2: 73 percent / O₃, Me₂S / methanol; CH₂Cl₂ / 1 h

3: 85 percent / benzene / 1.5 h / Heating

4: 94 percent / 5percent HF / acetonitrile / 3 h / Ambient temperature

5: 1) oxalyl chloride, DMSO, 2) Et₃N / 1) CH₂Cl₂, -60 deg C - -25 deg C, 1 h, 2) -20 deg C - -10 deg C

6: 90 percent / acetonitrile / 2 h / Heating

7: 56 percent / L-Selectride / tetrahydrofuran / 1 h / -80 - -25 °C

8: 89 percent / NaAl(OCH₂CH₂OMe)2H₂ / tetrahydrofuran; toluene / 1) 0 deg C, 1 h, 2) r.t., 1 h

With 1H-imidazole; oxalyl dichloride; dimethylsulfide; hydrogen fluoride; L-Selectride; ozone; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile; benzene;
DOI:10.1021/jo00036a026