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

Base Information

Chemical Name:tert-butyl (R)-1-((3S,4S)-4-(4-chlorophenyl)-3,4-dihydroxy-3-methylpiperidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate
CAS No.:1352621-89-6
Molecular Formula:C₂₂H₃₃ClN₂O₅
Molecular Weight:440.967
Hs Code.:

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

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Chemical Property of tert-butyl (R)-1-((3S,4S)-4-(4-chlorophenyl)-3,4-dihydroxy-3-methylpiperidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate

Chemical Property:

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Technology Process of tert-butyl (R)-1-((3S,4S)-4-(4-chlorophenyl)-3,4-dihydroxy-3-methylpiperidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate

There total 7 articles about tert-butyl (R)-1-((3S,4S)-4-(4-chlorophenyl)-3,4-dihydroxy-3-methylpiperidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate 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:

: 1108154-61-5
(3S,4S)-4-(4-chlorophenyl)-3-methylpiperidine-3,4-diol hydrochloride

: 22838-58-0
Boc-D-Val-OH

: 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

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 7 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

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:

: 1108154-56-8
tert-butyl 4-(4-chlorophenyl)-3-methyl-5,6-dihydropyridine-1(2H)-carboxylate

: 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

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 1 h / 5 °C

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

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

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