(2S,3S,6R)-3-Benzyloxy-2-methyl-6-((Z)-11-oxo-dodec-2-enyl)-piperidine-1-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S,6R)-3-Benzyloxy-2-methyl-6-((Z)-11-oxo-dodec-2-enyl)-piperidine-1-carboxylic acid methyl ester
CAS No.:239802-32-5
Molecular Formula:C₂₇H₄₁NO₄
Molecular Weight:443.627
Hs Code.:

Synonyms:(2S,3S,6R)-3-Benzyloxy-2-methyl-6-((Z)-11-oxo-dodec-2-enyl)-piperidine-1-carboxylic acid methyl ester

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Chemical Property of (2S,3S,6R)-3-Benzyloxy-2-methyl-6-((Z)-11-oxo-dodec-2-enyl)-piperidine-1-carboxylic acid methyl ester

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Technology Process of (2S,3S,6R)-3-Benzyloxy-2-methyl-6-((Z)-11-oxo-dodec-2-enyl)-piperidine-1-carboxylic acid methyl ester

There total 17 articles about (2S,3S,6R)-3-Benzyloxy-2-methyl-6-((Z)-11-oxo-dodec-2-enyl)-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: 64.0%

: 239802-31-4
(2S,3S,6R)-3-Benzyloxy-6-((Z)-dodeca-2,11-dienyl)-2-methyl-piperidine-1-carboxylic acid methyl ester

: 239802-32-5
(2S,3S,6R)-3-Benzyloxy-2-methyl-6-((Z)-11-oxo-dodec-2-enyl)-piperidine-1-carboxylic acid methyl ester

Guidance literature:: With oxygen; copper(l) chloride; palladium dichloride; In water; N,N-dimethyl-formamide;
DOI:10.1021/jo990397t

Reference yield:

: 100-39-0
benzyl bromide

: 239802-32-5
(2S,3S,6R)-3-Benzyloxy-2-methyl-6-((Z)-11-oxo-dodec-2-enyl)-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: NaH / dimethylformamide; benzene / 80 °C

2: 96 percent / Lawesson's reagent / tetrahydrofuran / Heating

3: 83 percent / PPh₃, Et₃N / acetonitrile / Heating

4: 99 percent / NaBH₃CN, TFA / CH₂Cl₂ / 0 °C

5: H₂ / Pd(OH)2 / methanol

6: K₂CO₃ / CH₂Cl₂; H₂O

7: 92 percent / Super-Hydride

8: (COCl)2, DMSO, Et₃N

9: n-BuLi / tetrahydrofuran

10: 64 percent / O₂, CuCl / PdCl₂ / dimethylformamide; H₂O

With Lawessons reagent; n-butyllithium; oxalyl dichloride; hydrogen; oxygen; sodium hydride; lithium triethylborohydride; sodium cyanoborohydride; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; trifluoroacetic acid; copper(l) chloride; palladium dihydroxide; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo990397t

Reference yield:

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

: 239802-32-5
(2S,3S,6R)-3-Benzyloxy-2-methyl-6-((Z)-11-oxo-dodec-2-enyl)-piperidine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 16 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: NaH / dimethylformamide; benzene / 80 °C

8: 96 percent / Lawesson's reagent / tetrahydrofuran / Heating

9: 83 percent / PPh₃, Et₃N / acetonitrile / Heating

10: 99 percent / NaBH₃CN, TFA / CH₂Cl₂ / 0 °C

11: H₂ / Pd(OH)2 / methanol

12: K₂CO₃ / CH₂Cl₂; H₂O

13: 92 percent / Super-Hydride

14: (COCl)2, DMSO, Et₃N

15: n-BuLi / tetrahydrofuran

16: 64 percent / O₂, CuCl / PdCl₂ / dimethylformamide; H₂O

With Lawessons reagent; pyridine; hydrogenchloride; n-butyllithium; baker's yeast; oxalyl dichloride; tributylphosphine; Raney Ni (W-4); hydrogen; oxygen; sodium hydride; lithium triethylborohydride; sodium cyanoborohydride; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; copper(l) chloride; palladium dihydroxide; palladium dichloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo990397t