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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
Molecular Weight:
378.42
MDL Number:
MFCD03426296
MOL File:
126937-42-6.mol
MSDS File:
SDS
Last updated:2026-01-06 17:09:45
Product description Number Pack Size Price
1-Benzyl4-tert-Butyl2-MethylPiperazine-1,2,4-tricarboxylate B130270 50mg $45
1-Benzyl4-tert-Butyl2-MethylPiperazine-1,2,4-tricarboxylate B130270 500mg $130
METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE 95.00% CHM0031821 1G $945.95
METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE 95.00% CHM0031821 5G $1334.03
1-Benzyl4-tert-butyl2-methylpiperazine-1,2,4-tricarboxylate 5055AJ 10g $448
More product size

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

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
NFPA 704
1
2 0

METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B130270 1-Benzyl4-tert-Butyl2-MethylPiperazine-1,2,4-tricarboxylate 126937-42-6 50mg $45 2021-12-16 Buy
TRC B130270 1-Benzyl4-tert-Butyl2-MethylPiperazine-1,2,4-tricarboxylate 126937-42-6 500mg $130 2021-12-16 Buy
American Custom Chemicals Corporation CHM0031821 METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE 95.00% 126937-42-6 1G $945.95 2021-12-16 Buy
American Custom Chemicals Corporation CHM0031821 METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE 95.00% 126937-42-6 5G $1334.03 2021-12-16 Buy
AK Scientific 5055AJ 1-Benzyl4-tert-butyl2-methylpiperazine-1,2,4-tricarboxylate 126937-42-6 10g $448 2021-12-16 Buy
Product number Packaging Price Buy
B130270 50mg $45 Buy
B130270 500mg $130 Buy
CHM0031821 1G $945.95 Buy
CHM0031821 5G $1334.03 Buy
5055AJ 10g $448 Buy

METHYL N-4-BOC-N-1-CBZ-2-PIPERAZINECARBOXYLATE Chemical Properties,Uses,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]
Methyl N-4-Boc-N-1-Cbz-2-piperazinecarboxylate synthesis

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyl 4-Boc-1-Cbz-2-piperazinecarboxylate pictures 2022-04-22 Methyl 4-Boc-1-Cbz-2-piperazinecarboxylate
126937-42-6
US $0.00-0.00 / kg 0.001kg 98%min 100kgs/month Shanghai Rlavie Technology Co ltd

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

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