benzyl rel(3S,4R)-4-ethoxycarbonylmethyl-3-(2-hydroxyethyl)piperidine-1-carboxylate

Base Information

Chemical Name:benzyl rel(3S,4R)-4-ethoxycarbonylmethyl-3-(2-hydroxyethyl)piperidine-1-carboxylate
CAS No.:83102-12-9
Molecular Formula:C₂₀H₂₉NO₇S
Molecular Weight:427.519
Hs Code.:

Synonyms:benzyl rel(3S,4R)-4-ethoxycarbonylmethyl-3-(2-hydroxyethyl)piperidine-1-carboxylate

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Chemical Property of benzyl rel(3S,4R)-4-ethoxycarbonylmethyl-3-(2-hydroxyethyl)piperidine-1-carboxylate

Chemical Property:

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Technology Process of benzyl rel(3S,4R)-4-ethoxycarbonylmethyl-3-(2-hydroxyethyl)piperidine-1-carboxylate

There total 12 articles about benzyl rel(3S,4R)-4-ethoxycarbonylmethyl-3-(2-hydroxyethyl)piperidine-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: 74.0%

: 124-63-0
methanesulfonyl chloride

: 83102-11-8
benzyl rel(3S,4R)-4-ethoxycarbonylmethyl-3-(2-hydroxyethyl)-piperidine-1-carboxylate

: 83102-12-9
benzyl rel(3S,4R)-4-ethoxycarbonylmethyl-3-(2-hydroxyethyl)piperidine-1-carboxylate

Guidance literature:: With pyridine; for 14h; Ambient temperature;
DOI:10.1248/cpb.31.1551

Reference yield:

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

: 83102-12-9
benzyl rel(3S,4R)-4-ethoxycarbonylmethyl-3-(2-hydroxyethyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 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

6: 360 mg / 1 percent HCl / acetone; H₂O / 0.83 h / Heating

7: 332 mg / sodium borohydride / methanol / 0.17 h

8: 74 percent / pyridine / 14 h / Ambient temperature

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

Reference yield:

: 83102-05-0
ethyl 3-(2-ethylenedioxyethyl)-4-hydroxypiperidine-1-carboxylate

: 83102-12-9
benzyl rel(3S,4R)-4-ethoxycarbonylmethyl-3-(2-hydroxyethyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

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

2: 79 percent / pyridinium chlorochromate (PCC), NaOAc / CH₂Cl₂ / 5 h / Ambient temperature

3: 79 percent / NaH / benzene / 1 h / Ambient temperature

4: 93 percent / H₂ / PtO₂ / ethyl acetate / 3 h / 760 Torr / Ambient temperature

5: 360 mg / 1 percent HCl / acetone; H₂O / 0.83 h / Heating

6: 332 mg / sodium borohydride / methanol / 0.17 h

7: 74 percent / pyridine / 14 h / Ambient temperature

With pyridine; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; hydrogen; sodium acetate; sodium hydride; pyridinium chlorochromate; platinum(IV) oxide; In methanol; dichloromethane; water; ethyl acetate; acetone; benzene;
DOI:10.1248/cpb.31.1551