rel-<2S,6S,2(3R)>-N-<(benzyloxy)carbonyl>-2-(3-hydroxyheptyl)-6-propylpiperidine

Base Information

Chemical Name:rel-<2S,6S,2(3R)>-N-<(benzyloxy)carbonyl>-2-(3-hydroxyheptyl)-6-propylpiperidine
CAS No.:97827-12-8
Molecular Formula:C₂₃H₃₇NO₃
Molecular Weight:375.552
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of rel-<2S,6S,2(3R)>-N-<(benzyloxy)carbonyl>-2-(3-hydroxyheptyl)-6-propylpiperidine

Chemical Property:

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Technology Process of rel-<2S,6S,2(3R)>-N-<(benzyloxy)carbonyl>-2-(3-hydroxyheptyl)-6-propylpiperidine

There total 17 articles about rel-<2S,6S,2(3R)>-N-<(benzyloxy)carbonyl>-2-(3-hydroxyheptyl)-6-propylpiperidine 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: 25.0%

: 97827-11-7,122045-85-6,143679-77-0
rel-(2R,6R)-2-(3-hydroxyheptyl)-6-propylpiperidine

: 501-53-1,94274-21-2
benzyl chloroformate

: 97827-13-9,122045-87-8
rel-<2S,6S,2(3R)>-2-<3-<<(benzyloxy)carbonyl>oxy>heptyl>-6-propylpiperidine

: 97827-12-8,122045-86-7
rel-<2S,6S,2(3R)>-N-<(benzyloxy)carbonyl>-2-(3-hydroxyheptyl)-6-propylpiperidine

: 97827-14-0,122045-88-9
rel-<2S,6S,2(3R)>-N-<(benzyloxy)carbonyl>-2-<3-<<(benzyloxy)carbonyl>oxy>heptyl>-6-propylpiperidine

Guidance literature:: With sodium carbonate; In dichloromethane; water; for 4h; Ambient temperature;
DOI:10.1021/jo00278a020

Reference yield: 24.0%

: 97827-11-7,122045-85-6,143679-77-0
rel-(2R,6R)-2-(3-hydroxyheptyl)-6-propylpiperidine

: 501-53-1,94274-21-2
benzyl chloroformate

: 97827-12-8,122045-86-7
rel-<2S,6S,2(3R)>-N-<(benzyloxy)carbonyl>-2-(3-hydroxyheptyl)-6-propylpiperidine

: 97827-14-0,122045-88-9
rel-<2S,6S,2(3R)>-N-<(benzyloxy)carbonyl>-2-<3-<<(benzyloxy)carbonyl>oxy>heptyl>-6-propylpiperidine

: Carbonic acid benzyl ester (S)-1-[2-((2R,6R)-6-propyl-piperidin-2-yl)-ethyl]-pentyl ester

Guidance literature:: With sodium carbonate; In chloroform; water; for 2h; 0 deg C to RT;
DOI:10.1021/ja00305a040

Reference yield:

: 54340-72-6
ethyl (E)-2-heptenoate

: 97827-12-8,122045-86-7
rel-<2S,6S,2(3R)>-N-<(benzyloxy)carbonyl>-2-(3-hydroxyheptyl)-6-propylpiperidine

Guidance literature:: Multi-step reaction with 11 steps

1: 80 percent / AlH₃ / diethyl ether

2: PBr₃ / petroleum ether / -10 °C

4: 89 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -5 °C

5: I₂ / hexane / Irradiation

6: 81 percent / hydroxylamine, KOH / methanol / 15 h / Ambient temperature

7: 82 percent / n-Pr₄N(IO₄) / CHCl₃ / 1 h / 0 - 5 °C

8: 90 percent / H₂ / 5 percent Pd/C / methanol

9: 2.) NaCNBH₃ / 1.) Et₂O, 0 deg C to RT, 1 h; 2.) MeOH, pH=3.8-5.4, 0 deg C to RT, 1 h

10: 85 percent / Zn / acetic acid; H₂O / 90 h / 60 °C

11: 36 percent / Na₂CO₃ / H₂O; CHCl₃ / 2 h / 0 deg C to RT

With aluminium hydride; potassium hydroxide; n-butyllithium; tetrapropylammonium periodate; hydrogen; hydroxylamine; iodine; phosphorus tribromide; sodium cyanoborohydride; sodium carbonate; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; chloroform; water; acetic acid; Petroleum ether;
DOI:10.1021/ja00305a040