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a-Bromo-N-Boc-Gly-OtBu, also known as N-Boc-glycine alpha-bromoisobutyryl ester, is a chemical compound that serves as a versatile building block in organic synthesis. It is a derivative of N-Boc-glycine, characterized by the presence of a Boc (tert-butoxycarbonyl) protecting group and an alpha-bromo substitution. This combination endows the compound with enhanced reactivity and selectivity in the manipulation of the amino group, making it a valuable intermediate in the synthesis of pharmaceuticals and biologically active compounds.

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  • 117833-60-0 Structure
  • Basic information

    1. Product Name: a-Bromo-N-Boc-Gly-OtBu
    2. Synonyms: a-Bromo-N-Boc-Gly-OtBu;Alfa-Bromo-N-Boc-Gly-OtBu;Acetic acid,2-broMo-2-[[(1,1-diMethylethoxy)carbonyl]aMino]-, 1,1-diMethylethyl ester;broMo(tert-butoxycarbonylaMino)acetic acid tert-butyl ester;tert-Butyl 2-bromo-2-((tert-butoxycarbonyl);tert-butyl 2-bromo-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate
    3. CAS NO:117833-60-0
    4. Molecular Formula: C11H20BrNO4
    5. Molecular Weight: 310.1848
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 117833-60-0.mol
  • Chemical Properties

    1. Melting Point: 55℃
    2. Boiling Point: 337.8±32.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.294±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 9.16±0.46(Predicted)
    10. CAS DataBase Reference: a-Bromo-N-Boc-Gly-OtBu(CAS DataBase Reference)
    11. NIST Chemistry Reference: a-Bromo-N-Boc-Gly-OtBu(117833-60-0)
    12. EPA Substance Registry System: a-Bromo-N-Boc-Gly-OtBu(117833-60-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 117833-60-0(Hazardous Substances Data)

117833-60-0 Usage

Uses

Used in Pharmaceutical Industry:
a-Bromo-N-Boc-Gly-OtBu is used as a key intermediate for the synthesis of various pharmaceuticals and biologically active compounds. The Boc protecting group allows for selective manipulation of the amino group, facilitating the synthesis of complex organic molecules with specific biological activities.
Used in Peptide Synthesis:
In the field of peptide synthesis, a-Bromo-N-Boc-Gly-OtBu is utilized as a building block for the preparation of peptides with desired sequences and functions. The Boc group provides protection to the amino group, enabling the stepwise assembly of peptide chains through selective coupling reactions.
Used in Organic Synthesis:
a-Bromo-N-Boc-Gly-OtBu is employed as a versatile building block in organic synthesis for the preparation of a wide variety of complex organic molecules. The alpha-bromo substitution enhances the reactivity of the compound, allowing for efficient transformations and functional group manipulations in the synthesis of target molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 117833-60-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,7,8,3 and 3 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 117833-60:
(8*1)+(7*1)+(6*7)+(5*8)+(4*3)+(3*3)+(2*6)+(1*0)=130
130 % 10 = 0
So 117833-60-0 is a valid CAS Registry Number.

117833-60-0SDS

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 tert-butyl 2-bromo-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate

1.2 Other means of identification

Product number -
Other names Alfa-Bromo-N-Boc-Gly-OtBu

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:117833-60-0 SDS

117833-60-0Relevant articles and documents

A facile synthesis of α-amino-DOTA as a versatile molecular imaging probe

Yoo, Byunghee,Pagel, Mark D.

, p. 7327 - 7330 (2006)

An amino group has been introduced into one ligand of DOTA that can couple to peptidyl carboxylates by coupling α-brominated glycine to DO3A-tBu (1,4,7,10-tetraazacyclododecane-1,4,7-tris(acetic acid, tert-butylester)). α-Amino-DOTA was coupled

PYRROLOPYRAZINE DERIVATIVES AS SYK AND JAK INHIBITORS

-

Page/Page column 70, (2011/12/04)

The present invention relates to the use of novel pyrrolopyrazine derivatives of Formula (I), wherein the variables Q and R1 and R2 are defined as described herein, which inhibit JAK and SYK and are useful for the treatment of auto-immune and inflammatory diseases.

Synthesis of regio- and stereoselectively deuterium-labelled derivatives of l-glutamate semialdehyde for studies on carbapenem biosynthesis

Ducho, Christian,Hamed, Refaat B.,Batchelar, Edward T.,Sorensen, John L.,Odell, Barbara,Schofield, Christopher J.

experimental part, p. 2770 - 2779 (2009/09/07)

l-Glutamate semialdehyde (l-GSA) is an intermediate in biosynthetic pathways including those leading to the carbapenem antibiotics. We describe studies on asymmetric deuteration or hydrogenation of appropriate didehydro-amino acid precursors for the stereoselective synthesis of C-2- and/or C-3-[2H]-labelled l-GSA suitable for use in mechanistic studies. Regioselective deuterium incorporation into the 5-position of l-GSA was achieved using a labelled form of the Schwartz reagent (Cp2Zr 2HCl). 4,4-Dideuterated and fully backbone deuterated l-GSAs were prepared. The application of the labelled l-GSA derivatives to biosynthetic studies was exemplified by the chemo-enzymatic preparation of selectively deuterated trans-carboxymethylprolines using two different carboxymethylproline synthases (CarB and ThnE), enzymes that catalyse early steps in the biosynthesis of two carbapenems: (5R)-carbapenem-3-carboxylate and thienamycin, respectively. The Royal Society of Chemistry 2009.

Catalytic, asymmetric Mannich-type reactions of α-imino esters bearing readily removable substituents on nitrogen

Nakamura, Yoshitaka,Matsubara, Ryosuke,Kiyohara, Hiroshi,Kobayashi, Shu

, p. 2481 - 2484 (2007/10/03)

(Matrix presented) Catalytic, enantioselective Mannich-type reactions of α-imino esters bearing readily removable substituents on nitrogen are described. Several N-carbamate-protected α-imino esters, which are readily prepared from 2-bromoglycine esters using a polymer-supported amine, reacted with silicon enolates to afford the desired adducts in high yields with high enantioselectivity using a copper(II)-diamine complex. Easy deprotection of the product amine and transformation to free o-amino acid derivatives have also been demonstrated.

A SHORT SYNTHESIS OF 4-KETOPIPECOLIC ACID HYDROCHLORIDE

Hartmann, Peter,Obrecht, Jean-Pierre

, p. 553 - 558 (2007/10/02)

A short synthesis of 4-ketopipecolic acid hydrochloride via the titanium mediated addition of 2-trimethylsilyloxybutadiene to the electrophilic glycine equivalent 1 is described.

NEW SYNTHESES OF α-AMINO ACIDS BASED ON N-ACYLIMINO ACETATES

Bretschneider, Thomas,Miltz, Wolfgang,Muenster, Peter,Steglich, Wolfgang

, p. 5403 - 5414 (2007/10/02)

The reaction of N-acylamino-2-bromoacetates 2 ( via N-acylimino acetates 3 ) with higher order mixed cuprates, trimethylsilyl enol ethers and β-dicarbonyl compounds leads to a variety of α-amino acid derivatives.Their conversion into the free amino acids can be conveniently carried out by the use of t-butyl protection.In case of the N-acetyl compounds cleavage of the protecting group and optical resolution can be achieved in one step hog renal acylase.

Synthesis of α-Amino Acids by Reaction of t-Butyl N-(t-Butoxycarbonyl)iminoacetate With C-Nucleophiles

Muenster, Peter,Steglich, Wolfgang

, p. 223 - 225 (2007/10/02)

The reaction of t-butyl N-(t-butoxycarbonyl)iminoacetate with Grignard reagents or enamines yields N-(t-butoxycarbonyl)amino acid t-butyl esters which can be easily converted into the free amino acids by treatment with acids.

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