4-<(S)-2-benzylthio-1-hydroxy-1-hydroxymethylethyl>-1-piperidinecarboxylic acid (1,1-dimethylethyl) ester

Base Information

Chemical Name:4-<(S)-2-benzylthio-1-hydroxy-1-hydroxymethylethyl>-1-piperidinecarboxylic acid (1,1-dimethylethyl) ester
CAS No.:158469-73-9
Molecular Formula:C₂₀H₃₁NO₄S
Molecular Weight:381.536
Hs Code.:

Synonyms:4-<(S)-2-benzylthio-1-hydroxy-1-hydroxymethylethyl>-1-piperidinecarboxylic acid (1,1-dimethylethyl) ester

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Chemical Property of 4-<(S)-2-benzylthio-1-hydroxy-1-hydroxymethylethyl>-1-piperidinecarboxylic acid (1,1-dimethylethyl) ester

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Technology Process of 4-<(S)-2-benzylthio-1-hydroxy-1-hydroxymethylethyl>-1-piperidinecarboxylic acid (1,1-dimethylethyl) ester

There total 5 articles about 4-<(S)-2-benzylthio-1-hydroxy-1-hydroxymethylethyl>-1-piperidinecarboxylic acid (1,1-dimethylethyl) ester 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 158469-73-9
4-<(S)-2-benzylthio-1-hydroxy-1-hydroxymethylethyl>-1-piperidinecarboxylic acid (1,1-dimethylethyl) ester

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / 10percent aq. NaOH / dioxane / 2 h

2: 1 h / 100 °C

3: n-BuLi / tetrahydrofuran; hexane / 2 h / Ambient temperature

4: molecular sieves 4A, L-(+)-diethyl tartrate, titanium tetraisopropoxide, tert-butylhydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / -20 °C

5: KOH / ethanol / 4 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; potassium hydroxide; sodium hydroxide; n-butyllithium; diethyl (2R,3R)-tartrate; 4 A molecular sieve; In tetrahydrofuran; 1,4-dioxane; 2,2,4-trimethylpentane; ethanol; hexane; dichloromethane;

Reference yield:

: 158469-71-7
4-<(2-hydroxy-1-methylene)ethyl>-1-piperidinecarboxylic acid(1,1-dimethylethyl) ester

: 158469-73-9
4-<(S)-2-benzylthio-1-hydroxy-1-hydroxymethylethyl>-1-piperidinecarboxylic acid (1,1-dimethylethyl) ester

Guidance literature:: Multi-step reaction with 2 steps

1: molecular sieves 4A, L-(+)-diethyl tartrate, titanium tetraisopropoxide, tert-butylhydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / -20 °C

2: KOH / ethanol / 4 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; potassium hydroxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; In 2,2,4-trimethylpentane; ethanol; dichloromethane;

Reference yield:

: 158469-70-6
4-(2-hydroxy-1-oxoethyl)-1-piperidinecarboxylic acid (1,1-dimethylethyl)ester

: 158469-73-9
4-<(S)-2-benzylthio-1-hydroxy-1-hydroxymethylethyl>-1-piperidinecarboxylic acid (1,1-dimethylethyl) ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1 h / 100 °C

2: n-BuLi / tetrahydrofuran; hexane / 2 h / Ambient temperature

3: molecular sieves 4A, L-(+)-diethyl tartrate, titanium tetraisopropoxide, tert-butylhydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / -20 °C

4: KOH / ethanol / 4 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; potassium hydroxide; n-butyllithium; diethyl (2R,3R)-tartrate; 4 A molecular sieve; In tetrahydrofuran; 2,2,4-trimethylpentane; ethanol; hexane; dichloromethane;