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51779-32-9

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51779-32-9 Usage

Uses

Different sources of media describe the Uses of 51779-32-9 differently. You can refer to the following data:
1. Di-tert-butyl-iminodicarboxylate is an organic compound that can be described with the formula [(CH3)3COC(O)]2NH. It is a white solid that is soluble in organic solvents. The compound is used as a reagent for the preparation of primary amines from alkyl halides. It was popularized as an alternative to the Gabriel synthesis for the same conversion. Amines can also be prepared from alcohols by dehydration using the Mitsunobu reaction. In the usual implementation the reagent is deprotonated to give the potassium salt, which is N-alkylated. The Boc protecting groups are subsequently removed under acidic conditions.
2. Di-tert-butyl iminodicarboxylate is a protected amine group that is used to prepare conformationally constrained spirocycles as CCR1 antagonists.

Chemical Properties

White to beige crystalline powder

Check Digit Verification of cas no

The CAS Registry Mumber 51779-32-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,7,7 and 9 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 51779-32:
(7*5)+(6*1)+(5*7)+(4*7)+(3*9)+(2*3)+(1*2)=139
139 % 10 = 9
So 51779-32-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H19NO4/c1-9(2,3)14-7(12)11-8(13)15-10(4,5)6/h1-6H3,(H,11,12,13)

51779-32-9 Well-known Company Product Price

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  • TCI America

  • (I0497)  Di-tert-butyl Iminodicarboxylate  >95.0%(GC)

  • 51779-32-9

  • 5g

  • 890.00CNY

  • Detail
  • TCI America

  • (I0497)  Di-tert-butyl Iminodicarboxylate  >95.0%(GC)

  • 51779-32-9

  • 25g

  • 2,890.00CNY

  • Detail
  • Alfa Aesar

  • (L20325)  Di-tert-butyl iminodicarboxylate, 98%   

  • 51779-32-9

  • 1g

  • 284.0CNY

  • Detail
  • Alfa Aesar

  • (L20325)  Di-tert-butyl iminodicarboxylate, 98%   

  • 51779-32-9

  • 5g

  • 855.0CNY

  • Detail
  • Alfa Aesar

  • (L20325)  Di-tert-butyl iminodicarboxylate, 98%   

  • 51779-32-9

  • 25g

  • 2690.0CNY

  • Detail
  • Aldrich

  • (375276)  Di-tert-butyl-iminodicarboxylate  ≥96%

  • 51779-32-9

  • 375276-5G

  • 941.85CNY

  • Detail
  • Aldrich

  • (375276)  Di-tert-butyl-iminodicarboxylate  ≥96%

  • 51779-32-9

  • 375276-25G

  • 3,119.22CNY

  • Detail

51779-32-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name Di-tert-butyl iminodicarboxylate

1.2 Other means of identification

Product number -
Other names Iminodicarboxylic Acid Di-tert-butyl Ester

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:51779-32-9 SDS

51779-32-9Relevant articles and documents

Di-tert-butyl Ethynylimidodicarbonate as a General Synthon for the β-Aminoethylation of Organic Electrophiles: Application to the Formal Synthesis of Pyrrolidinoindoline Alkaloids (±)-CPC-1 and (±)-Alline

Beveridge, Ramsay E.,Hu, Yiwei,Gregoire, Bruce,Batey, Robert A.

, p. 8447 - 8461 (2020/07/16)

The reagent di-tert-butyl ethynylimidodicarbonate is demonstrated as a β-aminoethyl anion synthetic equivalent. It can be used to install ethyleneamine groups by exploiting its terminal alkyne reactivity with common organic electrophiles. Reactions exemplified with this terminal ynimide reagent include additions to imines, aldehydes, ketones, pyridinium salts, Michael acceptors, epoxides, and Pd-catalyzed Sonogashira couplings. Subsequent regioselective [3 + 2] cycloadditions of the alkynyl-imides (ynimides) generate N,N-di-Boc imide-functionalized triazole and isoxazole heterocycles. Reduction of the ynimides with Pd-catalyzed hydrogenation generates ethyleneimides with easily removable N,N-di-Boc-carbamate protecting groups, allowing for a flexible ynimide-based approach to ethyleneamine installation. The utility of this two-step aminoethylation strategy was demonstrated in the short formal syntheses of pyrrolidinoindoline alkaloids (±)-CPC-1 and (±)-alline. Analogously, the reagent (N,N,N′)-tri-Boc 2-ethynylhydrazine serves as a β-hydrazinoethyl anion synthetic equivalent.

Synthesis, Properties and Use of Nitridotricarbonic Acid Tri-tert-Butyl Ester

Degerbeck, Fredrik,Grehn, Leif,Ragnarsson, Ulf

, p. 896 - 898 (2007/10/02)

Exhaustive tert-butoxycarbonylation of Boc2NH with Boc2O-DMAP furnishes Boc3N in nearly quantitative yield.This stable compound is susceptible to nucleophiles and affords Boc2NH upon aminolysis.The properties of Boc3N have been exploited in a practical one-pot procedure for the synthesis of Boc2NH from NH4Cl, which is particularly economical in the preparation of Boc215NH.

Synthesis of Analogues of γ-Aminobutyric Acid. Part 11. Unsaturated and Saturated Tetronic Acid Derivatives

Allan, Robin D.,Johnston, Graham A. R.,Kazlauskas, Rymantas,Tran, Hue W.

, p. 2983 - 2986 (2007/10/02)

5-(2-Aminoethylidene)-4-hydroxyfuran-2(5H)-one (3) and the corresponding reduced 5-(2-aminoethyl) derivative (4) have been synthesised as conformationally restricted analogues of the neurotransmitter GABA.The use of the t-butyl protected reagents bis(t-butoxycarbonyl)amine and 5-ethylidene-4-t-butoxyfuran-2(5H)-one (7b) allowed generation of the required amino compounds under mild acidic deprotection conditions in the final step.

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