benzyl rel(3S,4R)-3-(1,3-dioxolan-2-ylmethyl)-4-ethoxycarbonylmethylpiperidine-1-carboxylate

Base Information

Chemical Name:benzyl rel(3S,4R)-3-(1,3-dioxolan-2-ylmethyl)-4-ethoxycarbonylmethylpiperidine-1-carboxylate
CAS No.:83102-09-4
Molecular Formula:C₂₁H₂₉NO₆
Molecular Weight:391.464
Hs Code.:

Synonyms:benzyl rel(3S,4R)-3-(1,3-dioxolan-2-ylmethyl)-4-ethoxycarbonylmethylpiperidine-1-carboxylate

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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 benzyl rel(3S,4R)-3-(1,3-dioxolan-2-ylmethyl)-4-ethoxycarbonylmethylpiperidine-1-carboxylate

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Technology Process of benzyl rel(3S,4R)-3-(1,3-dioxolan-2-ylmethyl)-4-ethoxycarbonylmethylpiperidine-1-carboxylate

There total 9 articles about benzyl rel(3S,4R)-3-(1,3-dioxolan-2-ylmethyl)-4-ethoxycarbonylmethylpiperidine-1-carboxylate 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: 93.0%

: 83102-08-3
benzyl 3-(1,3-dioxolan-2-ylmethyl)-4-ethoxycarbonylmethylenepiperidine-1-carboxylate

: 83102-09-4
benzyl rel(3S,4R)-3-(1,3-dioxolan-2-ylmethyl)-4-ethoxycarbonylmethylpiperidine-1-carboxylate

Guidance literature:: With hydrogen; platinum(IV) oxide; In ethyl acetate; for 3h; under 760 Torr; Ambient temperature;
DOI:10.1248/cpb.31.1551

Reference yield:

: 83102-07-2
benzyl 3-(1,3-dioxolan-2-ylmethyl)-4-oxopiperidine-1-carboxylate

: 83102-09-4
benzyl rel(3S,4R)-3-(1,3-dioxolan-2-ylmethyl)-4-ethoxycarbonylmethylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: benzene

2: 93 percent / H₂ / platinum oxide / ethyl acetate

With hydrogen; platinum(IV) oxide; In ethyl acetate; benzene;
DOI:10.1248/cpb.30.1925

Reference yield:

: 76525-44-5
ethyl 3-(1,3-dioxolan-2-ylmethyl)-1,2,3,6-tetrahydropyridine-1-carboxylate

: 83102-09-4
benzyl rel(3S,4R)-3-(1,3-dioxolan-2-ylmethyl)-4-ethoxycarbonylmethylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 38 percent / 1.) Hg(OAc)2, 2.) NaBH₄, NaOH / 1.) THF, r.t., 13 h, 2.) water, r.t., 30 min

2: 1.) KOH / 1.) water-EtOH, 93 h, reflux., 2.) chloroform, 1 h

3: 79 percent / pyridinium chlorochromate (PCC), NaOAc / CH₂Cl₂ / 5 h / Ambient temperature

4: 79 percent / NaH / benzene / 1 h / Ambient temperature

5: 93 percent / H₂ / PtO₂ / ethyl acetate / 3 h / 760 Torr / Ambient temperature

With potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; mercury(II) diacetate; hydrogen; sodium acetate; sodium hydride; pyridinium chlorochromate; platinum(IV) oxide; In dichloromethane; ethyl acetate; benzene;
DOI:10.1248/cpb.31.1551