(s)-Tert-butyl 3-(tert-butylcarbamoyl)piperazine-1-carboxylate

Base Information

• Chemical Name: (s)-Tert-butyl 3-(tert-butylcarbamoyl)piperazine-1-carboxylate
• CAS No.: 150323-35-6
• Molecular Formula: C14H27N3O3
• Molecular Weight: 285.387
• Hs Code.: 29335995
• European Community (EC) Number: 675-761-0
• UNII: 30XTH596WQ
• DSSTox Substance ID: DTXSID50432337
• Nikkaji Number: J998.206J
• Mol file: 150323-35-6.mol

Synonyms:150323-35-6;(s)-tert-butyl 3-(tert-butylcarbamoyl)piperazine-1-carboxylate;(s)-2-tert-butylcarboxamide-4-tert-butoxycarbonyl piperazine;(S)-4-Boc-piperazine-2-carboxylic acid tert-butylamide;(s)-2-tert-butylcarboxamide-4-tert-butoxycarbonylpiperazine;(s)-4-boc-piperazine-2-carboxyl-tert-butylamide;30XTH596WQ;TERT-BUTYL (3S)-3-(TERT-BUTYLCARBAMOYL)PIPERAZINE-1-CARBOXYLATE;(S)-2-tert-Butylcarboxamido-4-tert-butoxycarbonylpiperazine;(s)-4-boc-piperazine-2-carboxyl-t-butylamide;(s)-3-boc-piperazine-2-carboxylic acid tert-butylamide;2-tert-Butylcarboxamido-4-tert-butoxycarbonylpiperazine, (S)-;(S)-tert-Butyl 3-(tert-butylcarbamoyl)-piperazine-1-carboxylate;3-(((1,1-Dimethylethyl)amino)carbonyl)-1-piperazinecarboxylic acid 1,1-dimethylethyl ester -S;1-Piperazinecarboxylic acid, 3-(((1,1-dimethylethyl)amino)carbonyl)-, 1,1-dimethylethyl ester, (S)-;s-bbp;N-tert-Butyl-4-(tert-butoxycarbonyl)-(S)-2-piperazine carboxamide;UNII-30XTH596WQ;SCHEMBL7367963;DTXSID50432337;(s)-(+)-2-(tert-butylcarboxyamide)-4-tert-butoxycarbonylpiperazine;MFCD02682987;AKOS015907924;CS-T-09303;AS-36799;CS-0171836;(s)-4-boc-piperazine-2-carboxy t-butylamide;(3s)-(+)-1-boc-3-(t-butylcarboxamido)piperazine;J-008685;(s)-3-boc-piperazine-2-carboxylic acid tertbutylamide;(s)-2-t-butylcarboxamide-4-t-butoxycarbonyl piperazine;(S)-3-Boc-piperazine-2-carboxylic acid tert butylamide;(s)-tert-butyl3-(tert-butylcarbamoyl)piperazine-1-carboxylate;tert-Butyl(S)-3-(tert-Butylcarbamoyl)piperazine-1-carboxylate;n-tert-butyl-4-(tert-butoxycarbonyl)-(s)-2-piperazine carboxyamide;(2S)-N-tert-Butyl-4-(tert-butoxycarbonyl)piperazine-2alpha-carboxamide;(s) 3-tert-butylcarbamoyl-piperazine-1-carboxylic acid tert-butyl ester;(s)-3-tert-butylcarbamoyl-piperazine-1-carboxylic acid tert-butyl ester;N-t-butyl-4-(1,1-dimethylethoxycarbonyl)-piperazine-2(S)-carboxamide

Chemical Property of (s)-Tert-butyl 3-(tert-butylcarbamoyl)piperazine-1-carboxylate

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 105-109 °C
• Refractive Index: 1.48
• Boiling Point: 437.039 °C at 760 mmHg
• Flash Point: 218.114 °C
• PSA: 70.67000
• Density: 1.056 g/cm³
• LogP: 1.76760
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 285.20524173
• Heavy Atom Count: 20
• Complexity: 369

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-tert-Butylcarboxamide-4-tert-butoxycarbonylpiperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NC(=O)C1CN(CCN1)C(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)(C)NC(=O)[C@@H]1CN(CCN1)C(=O)OC(C)(C)C
• Uses: An intermediate in the synthesis of Indinavir

Technology Process of (s)-Tert-butyl 3-(tert-butylcarbamoyl)piperazine-1-carboxylate

There total 12 articles about (s)-Tert-butyl 3-(tert-butylcarbamoyl)piperazine-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: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + 2(S)-(tert-butylcarboxamido)piperazine (166941-47-5,121885-09-4,166941-51-1) → t-butyl (S)-3-(tert-butylcarbamoyl)-piperazine-1-carboxylate (150323-35-6,171866-36-7,128019-61-4)

Guidance literature:

DOI:10.1021/jm980053f

Reference yield: 96.0%

N-tert-butyl-4-<(1,1-dimethylethoxy)carbonyl>-1-<(phenylmethyl)carbonyl>piperazine-2(S)-carboxamide (150323-34-5) → t-butyl (S)-3-(tert-butylcarbamoyl)-piperazine-1-carboxylate (150323-35-6,171866-36-7,128019-61-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h;

DOI:10.1021/jm00047a001

Reference yield: 91.0%

(S)-3-tert-Butylcarbamoyl-4-formyl-piperazine-1-carboxylic acid tert-butyl ester → t-butyl (S)-3-(tert-butylcarbamoyl)-piperazine-1-carboxylate (150323-35-6,171866-36-7,128019-61-4)

Guidance literature:

With hydrazine hydrate; In Dimethyl ether; at 100 ℃; for 9h;

DOI:10.1016/S0040-4039(98)01484-1

upstream raw materials:

di-tert-butyl dicarbonate

N-tert-butyl-4-<(1,1-dimethylethoxy)carbonyl>-1-<(phenylmethyl)carbonyl>piperazine-2(S)-carboxamide

2(S)-(tert-butylcarboxamido)piperazine

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

Downstream raw materials:

N-tert-butyl-4-<(1,1-dimethylethoxy)carbonyl>-1-<(phenylmethyl)carbonyl>piperazine-2(S)-carboxamide

(S)-3-tert-Butylcarbamoyl-4-(R)-1-oxiranylmethyl-piperazine-1-carboxylic acid tert-butyl ester

dihydro-5(S)-<<4-<(1,1-dimethylethoxy)carbonyl>-2(S)-(N-tert-butylcarbamoyl)piperazinyl>methyl>-3(R)-(phenylmethyl)-3(2H)-furanone

(S)-4-[(2S,4R)-4-Benzyl-5-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-hydroxy-5-oxo-pentyl]-3-tert-butylcarbamoyl-piperazine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Rossen,Pye,DiMichele,Volante,Reider. "An efficient asymmetric hydrogenation approach to the synthesis of the Crixivan piperazine intermediate". . p. 6823 - 6826. Retrieved 2007/10/03.
• 2、 -. "Process for preparing optically active piperazine derivatives and Intermediates for preparation". . . Retrieved 2008/06/13.