METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE

Application

Product Name: METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE
CAS No.: 126937-42-6
Chemical Name: METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE
Synonyms: Methyl 4-Boc-1-Cbz-2-piperazinecarboxylate;METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE;METHYL 4-N-BOC-1-N-CBZ-2-PIPERAZINE CARBOXYLATE;4-N-BOC-1-N-CBZ-PIPERAZINE-2-CARBOXYLIC ACID METHYL ESTER;Methyl (±)-1-benzyloxycarbonyl-4-Boc-piperazine-2-carboxylate;O1-benzyl O4-tert-butyl O2-methyl piperazine-1,2,4-tricarboxylate;1-(Benzyloxycarbonyl)-2-(methoxycarbonyl)-4-(tert-butoxycarbonyl)-piperazine;Methyl 1-(benzyloxycarbonyl)-4-(tert-butyloxycarbonyl)piperazine-2-carboxylate;1,2,4-Piperazinetricarboxylic acid, 4-(1,1-dimethylethyl) 2-methyl 1-(phenylmethyl) ester;(2R)-piperazine-1,2,4-tricarboxylic acid O4-tert-butyl ester O2-methyl ester O1-(phenylmethyl) ester
CBNumber: CB2326564
Molecular Formula: C19H26N2O6
Formula Weight: 378.42
MOL File: 126937-42-6.mol

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METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE Property

Boiling point:: 476.9±45.0 °C(Predicted)
Density: 1.214±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: -1.49±0.70(Predicted)
Appearance: White to off-white Solid

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TRC

Product number: B130270
Product name: 1-Benzyl4-tert-Butyl2-MethylPiperazine-1,2,4-tricarboxylate
Packaging: 50mg
Price: $45
Updated: 2021/12/16

TRC

Product number: B130270
Product name: 1-Benzyl4-tert-Butyl2-MethylPiperazine-1,2,4-tricarboxylate
Packaging: 500mg
Price: $130
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0031821
Product name: METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE
Purity: 95.00%
Packaging: 1G
Price: $945.95
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0031821
Product name: METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE
Purity: 95.00%
Packaging: 5G
Price: $1334.03
Updated: 2021/12/16

AK Scientific

Product number: 5055AJ
Product name: 1-Benzyl4-tert-butyl2-methylpiperazine-1,2,4-tricarboxylate
Packaging: 10g
Price: $448
Updated: 2021/12/16

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METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE Chemical Properties,Usage,Production

Application

METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE, also known as 1-benzyl4-(tert-butyl)2-methylpiperazine-1,2,4-tricarboxylate, is a pharmaceutical intermediate that can be obtained by esterification with piperazine-2-carboxylic acid as a starting material, followed by Boc protection, Cbz protection, and finally iodomethane.

Synthesis

The fully protected Methyl N-4-Boc-N-1-Cbz-2-piperazinecarboxylate was prepared from 2-piperazinecarboxylic acid as shown in the below figure. Using a sequential one-pot protection procedure similar to that used to protect lysine, a solution of 2-piperazinecarboxylic acid (24.1 g, 0.185 mol) in 1:1 dioxane-water (1.2 L) was maintained at pH 11 with 50% aqueous sodium hydroxide during the addition of a solution of 2-(t-butyloxycarbonyloxyimino)-2-phenylacetonitrile (BOC-ON, 51 g, 0.21 mol) in dioxane (0.3 L). After 3 h, the reaction mixture was cooled in an ice bath and the pH was adjusted to pH 9.5 with 6 N HCl. Benzylchloroformate was added dropwise to the cold solution while maintaining the pH with 50% aqueous sodium hydroxide. The reaction was warmed to room temperature and stirred for 24 h. The solution was washed with diethyl ether (4 x 250 mL), the aqueous layer was acidified to pH 2 and extracted with ethyl acetate (4 x 250 mL) . The organic layer was dried over magnesium sulfate, filtered and evaporated to give a pale yellow oil.
The methyl ester 5(Methyl N-4-Boc-N-1-Cbz-2-piperazinecarboxylate) was obtained by treatment of a tetrahydrofuran solution of the crude acid with excess diazomethane. Alternatively, the methyl ester could be obtained on large scale by treatment of a saturated sodium bicarbonate solution of the intermediate carboxylic acid 4 with a methylene chloride solution of methyl iodide and Adogen 464, or preferably by refluxing an acetone solution of the carboxylic acid, dimethyisulfate and potassium carbonate.^[1]

References

[1] CHRISTOPHER F BIGGE ∗. New preparations of the N-methyl-D-aspartate receptor antagonist, 4-(3-phosphonopropyl)-2-piperazinecarboxylic acid (CPP)[J]. Tetrahedron Letters, 1989, 30 39: Pages 5193-5196. DOI:10.1016/S0040-4039(01)93739-6.

METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE Suppliers

China 36 France 1 Germany 1 India 2 United Kingdom 3 United States 7 Global 50

Meryer (Shanghai) Chemical Technology Co., Ltd.

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Alfa Aesar

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Chengdu Firster Pharmaceutical Co., Ltd.

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View Lastest Price from METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE manufacturers

Shanghai Rlavie Technology Co ltd

Product: Methyl 4-Boc-1-Cbz-2-piperazinecarboxylate 126937-42-6
Price: US $0.00-0.00/kg
Min. Order: 0.001kg
Purity: 98%min
Supply Ability: 100kgs/month
Release date: 2022-05-09

126937-42-6, METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATERelated Search:

Carbamazepine N-4-Boc-2-piperazinecarboxylic acid METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE Z-N-(N-BETA-BOC-AMINOETHYL)-GLY-OH PIPERAZINE-1,2-DICARBOXYLIC ACID 1-BENZYL ESTER 2-METHYL ESTER 1-CBZ-PIPERAZINE-2-CARBOXYLIC ACID PIPERAZINE-1,2,4-TRICARBOXYLIC ACID1-BENZYL ESTER 4-TERT-BUTYL ESTER2-ETHYL ESTER TERT-BUTYL 4-(2-HYDROXYETHYL)PIPERAZINE-1-CARBOXYLATE 1-BOC-4-ETHOXYCARBONYL PIPERAZINE N-4-BOC-N-1-CBZ-2-PIPERAZINE CARBOXYLIC ACID 3-HYDROXYMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER BENZYL 1-PIPERAZINECARBOXYLATE 1-N-Cbz-2-Methylpiperazine N-CBZ-3-N-BOC-AMINO-ALANINE METHYL 4-BOC-PIPERAZINE-2-CARBOXYLATE 2-Piperazinecarboxylic acid methyl ester

4-N-BOC-1-N-CBZ-PIPERAZINE-2-CARBOXYLIC ACID METHYL ESTER

METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE

METHYL 4-N-BOC-1-N-CBZ-2-PIPERAZINE CARBOXYLATE

Methyl 4-Boc-1-Cbz-2-piperazinecarboxylate

Methyl 1-(benzyloxycarbonyl)-4-(tert-butyloxycarbonyl)piperazine-2-carboxylate

1-(Benzyloxycarbonyl)-2-(methoxycarbonyl)-4-(tert-butoxycarbonyl)-piperazine

(2R)-piperazine-1,2,4-tricarboxylic acid O4-tert-butyl ester O2-methyl ester O1-(phenylmethyl) ester

1,2,4-Piperazinetricarboxylic acid, 4-(1,1-dimethylethyl) 2-methyl 1-(phenylmethyl) ester

Methyl (±)-1-benzyloxycarbonyl-4-Boc-piperazine-2-carboxylate

O1-benzyl O4-tert-butyl O2-methyl piperazine-1,2,4-tricarboxylate

126937-42-6

pharmacetical