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N,Nμ,Nμμ-Tri-Boc-guanidine, also known as N,N,N′,N′,N′-pentakis(t-butoxycarbonyl) guanidine, is a guanidine derivative with three tert-butoxycarbonyl (Boc) protecting groups. It is a white crystalline solid used in organic synthesis and as a reagent in chemical reactions. N,Nμ,Nμμ-Tri-Boc-guanidine is an important building block in organic chemistry, commonly utilized in the preparation of pharmaceuticals and other complex molecules. Its Boc protecting groups allow for the protection of amines, which can be deprotected under mild conditions to reveal the free amine.

216584-22-4

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216584-22-4 Usage

Uses

Used in Organic Synthesis:
N,Nμ,Nμμ-Tri-Boc-guanidine is used as a reagent in organic synthesis for the protection of amines. The Boc protecting groups enable the compound to be used in various chemical reactions without the reactivity of the amine group interfering, allowing for the synthesis of complex organic compounds.
Used in Pharmaceutical Preparation:
In the pharmaceutical industry, N,Nμ,Nμμ-Tri-Boc-guanidine is used as a building block for the preparation of pharmaceuticals. Its ability to protect amines and be deprotected under mild conditions makes it a valuable tool in the synthesis of various drug molecules.
Used in Chemical Reactions:
N,Nμ,Nμμ-Tri-Boc-guanidine is used as a reagent in chemical reactions to facilitate the synthesis of various organic compounds. Its Boc protecting groups allow for the controlled deprotection of amines, enabling the formation of desired products in a controlled manner.
Safety Precautions:
N,Nμ,Nμμ-Tri-Boc-guanidine should be handled with care as it can be harmful if ingested or inhaled. Proper safety measures, such as wearing protective clothing and using appropriate ventilation, should be taken during its use in laboratories and industrial settings.

Check Digit Verification of cas no

The CAS Registry Mumber 216584-22-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,6,5,8 and 4 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 216584-22:
(8*2)+(7*1)+(6*6)+(5*5)+(4*8)+(3*4)+(2*2)+(1*2)=134
134 % 10 = 4
So 216584-22-4 is a valid CAS Registry Number.

216584-22-4 Well-known Company Product Price

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  • Aldrich

  • (697273)  N,N′,N′′-Tri-Boc-guanidine  97%

  • 216584-22-4

  • 697273-1G

  • 370.89CNY

  • Detail
  • Aldrich

  • (697273)  N,N′,N′′-Tri-Boc-guanidine  97%

  • 216584-22-4

  • 697273-5G

  • 1,366.56CNY

  • Detail

216584-22-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-butyl N-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylidene]carbamate

1.2 Other means of identification

Product number -
Other names N,N inverted exclamation marka,N inverted exclamation marka inverted exclamation marka-Tri-Boc-guanidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:216584-22-4 SDS

216584-22-4Relevant articles and documents

Process for the preparation of substituted pyrimidine derivatives

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Page/Page column 22, (2010/02/16)

The present invention is directed to processes for the preparation of substituted pyrimidine derivatives, useful as intermediates in the synthesis of histamine H4 receptor modulators, and to intermediates in H4 modulator synthesis.

Optimisation of the synthesis of guanidines from amines via nitroguanidines using 3,5-dimethyl-N-nitro-1H-pyrazole-1-carboxamidine

Castillo-Melendez, Joel A.,Golding, Bernard T.

, p. 1655 - 1663 (2007/10/03)

The synthesis of the useful reagent for the preparation of guanidines, 3,5-dimethyl-N-nitro-1-pyrazole-1-carboxamidine (DMNPC), has been optimised. A detailed protocol for using this reagent for the preparation in pure form of a range of guanidines via nitroguanidines is described. A comparison has been made regarding efficiency between DMNPC and the guanidinylating reagents N,N′-bis-Boc-1-pyrazole-1-carboxamidine (2) and N,N′-bis-Boc- N′-triflylguanidine (3).

Triurethane-protected guanidines and triflyldiurethane-protected guanidines: New reagents for guanidinylation reactions

Feichtinger, Konrad,Sings, Heather L.,Baker, Tracy J.,Matthews, Kenneth,Goodman, Murray

, p. 8432 - 8439 (2007/10/03)

New guanidinylation reagents are reported. These reagents consist of N,N',N''-tri-Boc-guanidine (1) and N,N',N''-tri-Cbz-guanidine (2), which allow for the facile conversion of alcohols to substituted guanidines. A series of arginine analogues were synthesized via condensation of a primary or secondary alcohol with the guanidinylation reagents 1 or 2, under Mitsunobu conditions, to produce protected alkylated guanidines. In addition, an extended study of the previously reported reagents N,N'-di-Boc-N''- triflylguanidine (3) and N,N'-di-Cbz-N''-triflylguanidine (4) is presented. The triflyldiurethane-protected guanidine 3 was utilized to guanidinylate primary and secondary amines under mild conditions with high yield in both solution and on solid phase.

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