Acetic acid (2S,3R)-2-acetoxymethyl-1-benzyl-6-thioxo-piperidin-3-yl ester

Base Information

Chemical Name:Acetic acid (2S,3R)-2-acetoxymethyl-1-benzyl-6-thioxo-piperidin-3-yl ester
CAS No.:179536-89-1
Molecular Formula:C₁₇H₂₁NO₄S
Molecular Weight:335.424
Hs Code.:

Synonyms:Acetic acid (2S,3R)-2-acetoxymethyl-1-benzyl-6-thioxo-piperidin-3-yl ester

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Chemical Property of Acetic acid (2S,3R)-2-acetoxymethyl-1-benzyl-6-thioxo-piperidin-3-yl ester

Chemical Property:

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Technology Process of Acetic acid (2S,3R)-2-acetoxymethyl-1-benzyl-6-thioxo-piperidin-3-yl ester

There total 9 articles about Acetic acid (2S,3R)-2-acetoxymethyl-1-benzyl-6-thioxo-piperidin-3-yl 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: 99.0%

: 179536-88-0
Acetic acid (2S,3R)-2-acetoxymethyl-1-benzyl-6-oxo-piperidin-3-yl ester

: 179536-89-1
Acetic acid (2S,3R)-2-acetoxymethyl-1-benzyl-6-thioxo-piperidin-3-yl ester

Guidance literature:: With Lawessons reagent; In tetrahydrofuran; Heating;
DOI:10.1021/jo990397t

Reference yield:

: 92912-21-5
ethyl 1-benzyl-3,6-dioxo-2-piperidinecarboxylate

: 179536-89-1
Acetic acid (2S,3R)-2-acetoxymethyl-1-benzyl-6-thioxo-piperidin-3-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 88 percent / baker's yeast / H₂O

2: 98 percent / Huenig base / CHCl₃ / Heating

3: 96 percent / Super-Hydride / tetrahydrofuran / 0 °C

4: 96 percent / NaH / dimethylformamide; benzene

5: conc. HCl / methanol / Heating

6: PCC, AcONa / CH₂Cl₂

7: 1.) H₂, 2.) NaB(OAc)3H / 1.) Pd(OH)2 / 1.) MeOH, 2.) AcOH

8: 88 percent / pyridine

9: 99 percent / Lawesson's reagent / tetrahydrofuran / Heating

With Lawessons reagent; pyridine; hydrogenchloride; baker's yeast; hydrogen; sodium acetate; sodium tris(acetoxy)borohydride; sodium hydride; lithium triethylborohydride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo990397t

Reference yield:

: 165672-46-8
(2R,3S)-1-Benzyl-3-hydroxy-6-oxo-piperidine-2-carboxylic acid ethyl ester

: 179536-89-1
Acetic acid (2S,3R)-2-acetoxymethyl-1-benzyl-6-thioxo-piperidin-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / Huenig base / CHCl₃ / Heating

2: 96 percent / Super-Hydride / tetrahydrofuran / 0 °C

3: 96 percent / NaH / dimethylformamide; benzene

4: conc. HCl / methanol / Heating

5: PCC, AcONa / CH₂Cl₂

6: 1.) H₂, 2.) NaB(OAc)3H / 1.) Pd(OH)2 / 1.) MeOH, 2.) AcOH

7: 88 percent / pyridine

8: 99 percent / Lawesson's reagent / tetrahydrofuran / Heating

With Lawessons reagent; pyridine; hydrogenchloride; hydrogen; sodium acetate; sodium tris(acetoxy)borohydride; sodium hydride; lithium triethylborohydride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo990397t