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2,4,6-Tri-tert-butylpyrimidine (TTBP) is a non-hygroscopic sterically hindered base derived from the reaction between tert-butyl methyl ketone and tert-butyronitrile. It is recognized as a suitable alternative to 2,6-di-tert-butylated pyridines in glycosylation reactions due to its unique properties.

67490-21-5

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67490-21-5 Usage

Uses

Used in Pharmaceutical Industry:
2,4,6-Tri-tert-butylpyrimidine 97 is used as a catalyst for glycosylation reactions, which are crucial in the synthesis of various biologically active compounds, including pharmaceuticals. Its steric hindrance and non-hygroscopic nature make it an effective and reliable catalyst in these reactions, enhancing the overall efficiency and yield of the desired products.
Used in Organic Chemistry:
In the field of organic chemistry, 2,4,6-Tri-tert-butylpyrimidine 97 is used as a versatile reagent for various chemical transformations. Its unique structural features allow it to participate in a range of reactions, such as nucleophilic substitutions, addition reactions, and rearrangements, making it a valuable tool for the synthesis of complex organic molecules.
Used in Material Science:
2,4,6-Tri-tert-butylpyrimidine 97 can also be utilized in the development of novel materials with specific properties. Its ability to form stable complexes with various substrates can be exploited to create materials with tailored characteristics, such as improved thermal stability, enhanced mechanical properties, or unique optical properties.

Check Digit Verification of cas no

The CAS Registry Mumber 67490-21-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,4,9 and 0 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 67490-21:
(7*6)+(6*7)+(5*4)+(4*9)+(3*0)+(2*2)+(1*1)=145
145 % 10 = 5
So 67490-21-5 is a valid CAS Registry Number.
InChI:InChI=1/C16H28N2/c1-14(2,3)11-10-12(15(4,5)6)18-13(17-11)16(7,8)9/h10H,1-9H3

67490-21-5 Well-known Company Product Price

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  • Aldrich

  • (549967)  2,4,6-Tri-tert-butylpyrimidine  97%

  • 67490-21-5

  • 549967-1G

  • 590.85CNY

  • Detail
  • Aldrich

  • (549967)  2,4,6-Tri-tert-butylpyrimidine  97%

  • 67490-21-5

  • 549967-5G

  • 2,047.50CNY

  • Detail

67490-21-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4,6-tritert-butylpyrimidine

1.2 Other means of identification

Product number -
Other names tri-t-butylpyrimidine

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:67490-21-5 SDS

67490-21-5Downstream Products

67490-21-5Relevant academic research and scientific papers

Tf2O/TTBP (2,4,6-Tri-tert-butylpyrimidine): An Alternative Amide Activation System for the Direct Transformations of Both Tertiary and Secondary Amides

He, Qian,Ye, Jian-Liang,Xu, Fang-Fang,Geng, Hui,Chen, Ting-Ting,Chen, Hang,Huang, Pei-Qiang

, (2021/09/28)

Ten types of Tf2O/TTBP-mediated amide transformation reactions were investigated. The results showed that compared with pyridine derivatives 2,6-di-tert-butyl-4-methylpyridine (DTBMP) and 2-fluoropyridine (2-F-Pyr.), TTBP can serve as an alternative amide activation system for the direct transformation of both secondary and tertiary amides. For most surveyed examples, higher or comparable yields were generally obtained. In addition, Tf2O/TTBP combination was used to promote the condensation reactions of 2-(tert-butyldimethylsilyloxy)furan (TBSOF) with both tertiary and secondary amides, the one-pot reductive Bischler-Napieralski-type reaction of tertiary lactams, and Movassaghi and Hill's modern version of the Bischler-Napieralski reaction. The value of the Tf2O/TTBP-based methodology was further demonstrated by the concise and high-yielding syntheses of several natural products.

2,4,6-Tri-tert-butylpyrimidine (TTBP): A cost effective, readily available alternative to the hindered base 2,6-di-tert-butylpyridine and its 4-substituted derivatives in glycosylation and other reactions

Crich,Smith,Yao,Picione

, p. 323 - 326 (2007/10/03)

It is reported that 2,4,6-tri-tert-butylpyrimidine (TTBP), a highly sterically hindered base available through an efficient, cost-effective one pot sequence, is a replacement for 2,6-di-tert-butylpyridine and its 4-substituted analogs in glycosylation rea

The Synthesis of 4(6)-t-Butylpyrimidines from 4(6)-Halopyrimidines by Using Higher-Order Lithium and Magnesium Organocuprate Reagents

Evans, Russell F.,Savage, G. Paul,Gough, Denise A.

, p. 733 - 740 (2007/10/02)

t-Butyllithium and t-butylmagnesium chloride cyanocuprates were used to prepare 4(6)-t-butylpyrimidines from the corresponding 4(6)-halopyrimidines.The highly hindered 2,4,5-tri-t-butyl-6-chloropyrimidine, containing an ortho-di-t-butyl arrangement, was p

Sterically Hindered Bases. Synthesis of 2,4,6-Trisubstituted Pyrimidines

Martinez, A. Garcia,Fernandez, A. Herrera,Alvarez, Roberto Martinez,Losada, M. C. Silva,Vilchez, D. Molero,et al.

, p. 881 - 882 (2007/10/02)

A new method for the synthesis of sterically hindered pyrimidines 7 by the reaction of alkynes 5 with nitriles 6 in the presence of trifluoromethanesulfonic acid is described.The pKa*-values of some of the synthesized pyrimidines 7, which can b

A New and Convenient Synthesis of Alkyl and Aryl Pyrimidines

Martinez, A. Garcia,Herrera, A.,Martinez, R.,Teso, E.,Garcia, A.,et al.

, p. 1237 - 1241 (2007/10/02)

Vinyl triflates 1, which are obtained easily from the corresponding ketones, react in an excess of pure nitrile (80 deg C/20 hours) to form tri- and tetra-substituted alkyl and arylpyrimidines 4 and 5 in good yields (45-87percent).An isomeric mixture of p

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