(2S,5R)-benzyl 5-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-(hydroxymethyl)piperidine-1-carboxylate

Base Information

Chemical Name:(2S,5R)-benzyl 5-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-(hydroxymethyl)piperidine-1-carboxylate
CAS No.:1419222-52-8
Molecular Formula:C₂₀H₂₃ClN₄O₄
Molecular Weight:418.88
Hs Code.:

Synonyms:(2S,5R)-benzyl 5-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-(hydroxymethyl)piperidine-1-carboxylate

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Chemical Property of (2S,5R)-benzyl 5-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-(hydroxymethyl)piperidine-1-carboxylate

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Technology Process of (2S,5R)-benzyl 5-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-(hydroxymethyl)piperidine-1-carboxylate

There total 6 articles about (2S,5R)-benzyl 5-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-(hydroxymethyl)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: 63.0%

: 939412-86-9,867165-53-5
C-(3-chloropyrazin-2-yl)-methylamine hydrochloride salt

: 1419222-51-7
(3S,6S)-1-((benzyloxy)carbonyl)-6-(hydroxymethyl)piperidine-3-carboxylic acid

: 1419222-52-8
(2S,5R)-benzyl 5-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-(hydroxymethyl)piperidine-1-carboxylate

Guidance literature:: (3S,6S)-1-((benzyloxy)carbonyl)-6-(hydroxymethyl)piperidine-3-carboxylic acid; With HATU; In N,N-dimethyl-formamide; for 0.5h; Inert atmosphere;

C-(3-chloropyrazin-2-yl)-methylamine hydrochloride salt; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

Reference yield:

: 1419223-59-8
(3S,6S)-1-benzyl 3-methyl 6-(hydroxymethyl)piperidine-1,3-dicarboxylate

: 1419222-52-8
(2S,5R)-benzyl 5-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-(hydroxymethyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide monohydrate; water / methanol / 25 °C

1.2: pH 5-6

2.1: triethylamine; HATU / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; water; triethylamine; HATU; In methanol; N,N-dimethyl-formamide;

Reference yield:

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

: 1419222-52-8
(2S,5R)-benzyl 5-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-(hydroxymethyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid; sodium cyanoborohydride / 20 °C

1.2: 0 - 20 °C / pH 8

2.1: hydrogenchloride / methanol / Reflux

3.1: Column: AD / methanol; carbon dioxide / Supercritical conditions; liquid CO₂

4.1: water; lithium hydroxide monohydrate / methanol / 25 °C

5.1: HATU / N,N-dimethyl-formamide / 0.5 h / Inert atmosphere

5.2: 12 h / 20 °C

With hydrogenchloride; lithium hydroxide monohydrate; water; sodium cyanoborohydride; acetic acid; HATU; In methanol; carbon dioxide; N,N-dimethyl-formamide;