(3S,4S)-4-(4-chlorophenyl)-3-methyl-1-D-valyl-3,4-piperidinediol

Base Information

Chemical Name:(3S,4S)-4-(4-chlorophenyl)-3-methyl-1-D-valyl-3,4-piperidinediol
CAS No.:1352621-92-1
Molecular Formula:C₁₇H₂₅ClN₂O₃
Molecular Weight:340.85
Hs Code.:

Synonyms:(3S,4S)-4-(4-chlorophenyl)-3-methyl-1-D-valyl-3,4-piperidinediol

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Chemical Property of (3S,4S)-4-(4-chlorophenyl)-3-methyl-1-D-valyl-3,4-piperidinediol

Chemical Property:

Purity/Quality:

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Technology Process of (3S,4S)-4-(4-chlorophenyl)-3-methyl-1-D-valyl-3,4-piperidinediol

There total 9 articles about (3S,4S)-4-(4-chlorophenyl)-3-methyl-1-D-valyl-3,4-piperidinediol 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:

: 1352621-89-6
tert-butyl (R)-1-((3S,4S)-4-(4-chlorophenyl)-3,4-dihydroxy-3-methylpiperidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate

: 1352621-92-1
(3S,4S)-4-(4-chlorophenyl)-3-methyl-1-D-valyl-3,4-piperidinediol

Guidance literature:: tert-butyl (R)-1-((3S,4S)-4-(4-chlorophenyl)-3,4-dihydroxy-3-methylpiperidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate; With hydrogenchloride; In ethanol; at 60 ℃; for 2h;

With triethylamine; In water; ethyl acetate; at 20 ℃; for 2h;

Reference yield:

: 34737-89-8
1-Benzyl-3-methyl-4-piperidon

: 1352621-92-1
(3S,4S)-4-(4-chlorophenyl)-3-methyl-1-D-valyl-3,4-piperidinediol

Guidance literature:: Multi-step reaction with 8 steps

1.1: hydrogen / palladium 10% on activated carbon / ethanol / 4 h / 20 °C / 2585.81 Torr

2.1: n-butyllithium / tetrahydrofuran; hexanes / 0.75 h / -78 °C

2.2: 2 h / -78 °C

3.1: hydrogenchloride / water / 20 °C / Reflux

4.1: triethylamine / tetrahydrofuran / 2 h / 20 °C

5.1: methanesulfonamide; (DHQ)2PHAL / water; tert-butyl alcohol / 76 h / 5 - 20 °C

5.2: 1 h / 5 °C

6.1: hydrogenchloride / 1,4-dioxane / 0.75 h / 20 °C

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 20 °C

8.1: hydrogenchloride / ethanol / 2 h / 60 °C

8.2: 2 h / 20 °C

With hydrogenchloride; n-butyllithium; methanesulfonamide; (DHQ)2PHAL; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; hexanes; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

: 181269-69-2
tert-butyl 3-methyl-4-oxopiperidine-1-carboxylate

: 1352621-92-1
(3S,4S)-4-(4-chlorophenyl)-3-methyl-1-D-valyl-3,4-piperidinediol

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.75 h / -78 °C

1.2: 2 h / -78 °C

2.1: hydrogenchloride / water / 20 °C / Reflux

3.1: triethylamine / tetrahydrofuran / 2 h / 20 °C

4.1: methanesulfonamide; (DHQ)2PHAL / water; tert-butyl alcohol / 76 h / 5 - 20 °C

4.2: 1 h / 5 °C

5.1: hydrogenchloride / 1,4-dioxane / 0.75 h / 20 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 20 °C

7.1: hydrogenchloride / ethanol / 2 h / 60 °C

7.2: 2 h / 20 °C

With hydrogenchloride; n-butyllithium; methanesulfonamide; (DHQ)2PHAL; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; hexanes; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;