(3R,4R)-4-(acetylthiomethyl)-1-(tert-butoxycarbonyl)-3-{methyl[(1R)-1-phenylethyl]amino}piperidine

Base Information

Chemical Name:(3R,4R)-4-(acetylthiomethyl)-1-(tert-butoxycarbonyl)-3-{methyl[(1R)-1-phenylethyl]amino}piperidine
CAS No.:1312762-42-7
Molecular Formula:C₂₂H₃₄N₂O₃S
Molecular Weight:406.59
Hs Code.:

Synonyms:(3R,4R)-4-(acetylthiomethyl)-1-(tert-butoxycarbonyl)-3-{methyl[(1R)-1-phenylethyl]amino}piperidine

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Chemical Property of (3R,4R)-4-(acetylthiomethyl)-1-(tert-butoxycarbonyl)-3-{methyl[(1R)-1-phenylethyl]amino}piperidine

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Technology Process of (3R,4R)-4-(acetylthiomethyl)-1-(tert-butoxycarbonyl)-3-{methyl[(1R)-1-phenylethyl]amino}piperidine

There total 7 articles about (3R,4R)-4-(acetylthiomethyl)-1-(tert-butoxycarbonyl)-3-{methyl[(1R)-1-phenylethyl]amino}piperidine 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: 88.0%

: 1312762-41-6
(3R,4R)-1-(tert-butoxycarbonyl)-4-hydroxymethyl-3-{methyl[(1R)-1-phenylethyl]amino}piperidine

: 507-09-5
tiolacetic acid

: 1312762-42-7
(3R,4R)-4-(acetylthiomethyl)-1-(tert-butoxycarbonyl)-3-{methyl[(1R)-1-phenylethyl]amino}piperidine

Guidance literature:: (3R,4R)-1-(tert-butoxycarbonyl)-4-hydroxymethyl-3-{methyl[(1R)-1-phenylethyl]amino}piperidine; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; Inert atmosphere; Cooling with ice; Reflux;

tiolacetic acid; In tetrahydrofuran; for 0.5h; Inert atmosphere;
DOI:10.1055/s-0030-1259963

Reference yield:

: 388108-70-1
ethyl (3R,4R)-1-(tert-butoxycarbonyl)-3-{[(1R)-1-phenylethyl]amino}piperidine-4-carboxylate

: 1312762-42-7
(3R,4R)-4-(acetylthiomethyl)-1-(tert-butoxycarbonyl)-3-{methyl[(1R)-1-phenylethyl]amino}piperidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 1.5 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere; Cooling with ice

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / Inert atmosphere; Cooling with ice

3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / Inert atmosphere; Cooling with ice; Reflux

3.2: 0.5 h / Inert atmosphere

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; dichloromethane; 3.1: Mitsunobu reaction / 3.2: Mitsunobu reaction;
DOI:10.1055/s-0030-1259963

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1312762-42-7
(3R,4R)-4-(acetylthiomethyl)-1-(tert-butoxycarbonyl)-3-{methyl[(1R)-1-phenylethyl]amino}piperidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 4 h / Autoclave

2.1: toluene / Reflux

3.1: cobalt(II) chloride hexahydrate; 1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine] / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere; Cooling with ice

4.1: dichloromethane / 1.5 h / 20 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere; Cooling with ice

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / Inert atmosphere; Cooling with ice

6.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / Inert atmosphere; Cooling with ice; Reflux

6.2: 0.5 h / Inert atmosphere

With lithium aluminium tetrahydride; cobalt(II) chloride hexahydrate; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; 1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine]; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 6.1: Mitsunobu reaction / 6.2: Mitsunobu reaction;
DOI:10.1055/s-0030-1259963