(3S,5S)-5-Methoxycarbonylmethyl-6-oxo-piperazine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester

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Chemical Name:(3S,5S)-5-Methoxycarbonylmethyl-6-oxo-piperazine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester
CAS No.:145967-53-9
Molecular Formula:C₂₀H₂₆N₂O₇
Molecular Weight:406.436
Hs Code.:

Synonyms:(3S,5S)-5-Methoxycarbonylmethyl-6-oxo-piperazine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester

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Chemical Property of (3S,5S)-5-Methoxycarbonylmethyl-6-oxo-piperazine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester

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Technology Process of (3S,5S)-5-Methoxycarbonylmethyl-6-oxo-piperazine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester

There total 7 articles about (3S,5S)-5-Methoxycarbonylmethyl-6-oxo-piperazine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester 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: 31.0%

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

: 146075-58-3
(2S,6R)-3-Oxo-6-<(phenylmethoxy)carbonyl>-2-piperazineacetic acid methyl ester

: 145967-53-9
(3S,5S)-5-Methoxycarbonylmethyl-6-oxo-piperazine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester

: 145967-52-8
(2S,6S)-6-Methoxycarbonylmethyl-5-oxo-piperazine-1,2,4-tricarboxylic acid 2-benzyl ester 1,4-di-tert-butyl ester

Guidance literature:: With dmap; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/S0040-4039(00)60843-2

Reference yield:

: 70681-41-3
(R)-dimethyl malate

: 145967-53-9
(3S,5S)-5-Methoxycarbonylmethyl-6-oxo-piperazine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) (CF₃SO₂)2, 2) 2,6-lutidine / 1) CH₂Cl₂, -78 deg C, 5 min 2) CH₂Cl₂, -78 deg C to r.t., 18h

2: 85 percent / Ph₃P / tetrahydrofuran; H₂O / 72 h / Ambient temperature

3: 41 percent / DMAP / CH₂Cl₂ / 24 h / Ambient temperature

With 2,6-dimethylpyridine; dmap; (CF₃SO₂)2; triphenylphosphine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0040-4039(00)60843-2

Reference yield:

: 133099-79-3
D-serine benzyl ester

: 145967-53-9
(3S,5S)-5-Methoxycarbonylmethyl-6-oxo-piperazine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: dioxane; H₂O

2: HN₃, diisopropyl azodicarboxylate, Ph₃P / 18 h / -78 deg C to r.t.

3: TFA / CH₂Cl₂ / 0.5 h / 0 deg C to r.t.

4: 1) (CF₃SO₂)2, 2) 2,6-lutidine / 1) CH₂Cl₂, -78 deg C, 5 min 2) CH₂Cl₂, -78 deg C to r.t., 18h

5: 85 percent / Ph₃P / tetrahydrofuran; H₂O / 72 h / Ambient temperature

6: 41 percent / DMAP / CH₂Cl₂ / 24 h / Ambient temperature

With 2,6-dimethylpyridine; dmap; tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; (CF₃SO₂)2; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
DOI:10.1016/S0040-4039(00)60843-2