(2S,6S)-2-Benzyloxymethyl-6-methoxycarbonylmethyl-3-oxo-piperidine-1-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,6S)-2-Benzyloxymethyl-6-methoxycarbonylmethyl-3-oxo-piperidine-1-carboxylic acid methyl ester
CAS No.:239802-22-3
Molecular Formula:C₁₈H₂₃NO₆
Molecular Weight:349.384
Hs Code.:

Synonyms:(2S,6S)-2-Benzyloxymethyl-6-methoxycarbonylmethyl-3-oxo-piperidine-1-carboxylic acid methyl ester

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Chemical Property of (2S,6S)-2-Benzyloxymethyl-6-methoxycarbonylmethyl-3-oxo-piperidine-1-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (2S,6S)-2-Benzyloxymethyl-6-methoxycarbonylmethyl-3-oxo-piperidine-1-carboxylic acid methyl ester

There total 12 articles about (2S,6S)-2-Benzyloxymethyl-6-methoxycarbonylmethyl-3-oxo-piperidine-1-carboxylic acid methyl 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: 96.0%

: 239802-21-2
(2S,3S,6S)-2-Benzyloxymethyl-3-hydroxy-6-methoxycarbonylmethyl-piperidine-1-carboxylic acid methyl ester

: 239802-22-3
(2S,6S)-2-Benzyloxymethyl-6-methoxycarbonylmethyl-3-oxo-piperidine-1-carboxylic acid methyl ester

Guidance literature:: With sodium acetate; pyridinium chlorochromate;
DOI:10.1016/0040-4039(95)00661-U

Reference yield:

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

: 239802-22-3
(2S,6S)-2-Benzyloxymethyl-6-methoxycarbonylmethyl-3-oxo-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 88 percent / baker's yeast / H₂O

2: 98 percent / Huenig base / CHCl₃ / Heating

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

4: 95 percent / n-Bu₃P, pyridine

5: 95 percent / Raney Ni (W-4) / ethanol

6: conc. HCl / methanol

7: 96 percent / NaH / dimethylformamide; benzene

8: 90 percent / Lawesson's reagent / tetrahydrofuran / Heating

9: 53 percent / PPh₃, Et₃N / acetonitrile / Heating

10: H₂ / Pd(OH)2 / methanol

11: K₂CO₃

12: 96 percent / PCC AcONa / CH₂Cl₂

With Lawessons reagent; pyridine; hydrogenchloride; baker's yeast; tributylphosphine; Raney Ni (W-4); hydrogen; sodium acetate; sodium hydride; lithium triethylborohydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo990397t

Reference yield:

: 165672-48-0
(2R,3S)-1-benzyl-3-methoxymethoxy-6-oxopiperidine-2-carboxylic acid ethyl ester

: 239802-22-3
(2S,6S)-2-Benzyloxymethyl-6-methoxycarbonylmethyl-3-oxo-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 96 percent / Super-Hydride / tetrahydrofuran / 0 °C

2: 95 percent / n-Bu₃P, pyridine

3: 95 percent / Raney Ni (W-4) / ethanol

4: conc. HCl / methanol

5: 96 percent / NaH / dimethylformamide; benzene

6: 90 percent / Lawesson's reagent / tetrahydrofuran / Heating

7: 53 percent / PPh₃, Et₃N / acetonitrile / Heating

8: H₂ / Pd(OH)2 / methanol

9: K₂CO₃

10: 96 percent / PCC AcONa / CH₂Cl₂

With Lawessons reagent; pyridine; hydrogenchloride; tributylphosphine; Raney Ni (W-4); hydrogen; sodium acetate; sodium hydride; lithium triethylborohydride; potassium carbonate; triethylamine; triphenylphosphine; pyridinium chlorochromate; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo990397t