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Ethyl 2-((1S,2R)-2-hydroxy-1,2-diphenylethylamino)acetate is an organic compound that serves as a reactant in the synthesis of α-helices of BCL-2 domains and collagen cross-linking agents, such as (5S,5’S)-Dihydroxy Lysinonorleucine (D452900). It is characterized by its off-white solid appearance.

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  • 100678-82-8 Structure
  • Basic information

    1. Product Name: Ethyl 2-((1S,2R)-2-hydroxy-1,2-diphenylethylamino)acetate
    2. Synonyms: n-[(1s,2r)-2-hydroxy-1,2-diphenylethyl]-glycine ethyl ester;Ethyl 2-((1S,2R)-2-hydroxy-1,2-diphenylethylamino)acetate
    3. CAS NO:100678-82-8
    4. Molecular Formula: C18H21NO3
    5. Molecular Weight: 299.36
    6. EINECS: N/A
    7. Product Categories: Amines, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
    8. Mol File: 100678-82-8.mol
  • Chemical Properties

    1. Melting Point: 127-128°C
    2. Boiling Point: 436°C
    3. Flash Point: 217.2°C
    4. Appearance: White crystalline powder
    5. Density: 1.150
    6. Vapor Pressure: 2.33E-08mmHg at 25°C
    7. Refractive Index: 1.572
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: Ethyl 2-((1S,2R)-2-hydroxy-1,2-diphenylethylamino)acetate(CAS DataBase Reference)
    11. NIST Chemistry Reference: Ethyl 2-((1S,2R)-2-hydroxy-1,2-diphenylethylamino)acetate(100678-82-8)
    12. EPA Substance Registry System: Ethyl 2-((1S,2R)-2-hydroxy-1,2-diphenylethylamino)acetate(100678-82-8)
  • 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: 100678-82-8(Hazardous Substances Data)

100678-82-8 Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 2-((1S,2R)-2-hydroxy-1,2-diphenylethylamino)acetate is used as a reactant for the preparation of α-helices of BCL-2 domains, which are crucial in the development of targeted therapies for various diseases, including cancer.
Used in Biochemistry Research:
Ethyl 2-((1S,2R)-2-hydroxy-1,2-diphenylethylamino)acetate is also utilized in the synthesis of collagen cross-linking agents, such as (5S,5’S)-Dihydroxy Lysinonorleucine (D452900), which are essential for studying the structure, function, and stability of collagen proteins in various biological systems.

Check Digit Verification of cas no

The CAS Registry Mumber 100678-82-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,0,6,7 and 8 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 100678-82:
(8*1)+(7*0)+(6*0)+(5*6)+(4*7)+(3*8)+(2*8)+(1*2)=108
108 % 10 = 8
So 100678-82-8 is a valid CAS Registry Number.
InChI:InChI=1/C18H21NO3/c1-2-22-16(20)13-19-17(14-9-5-3-6-10-14)18(21)15-11-7-4-8-12-15/h3-12,17-19,21H,2,13H2,1H3

100678-82-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name N-[(1S,2R)-2-Hydroxy-1,2-diphenylethyl]-glycine Ethyl Ester

1.2 Other means of identification

Product number -
Other names -

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:100678-82-8 SDS

100678-82-8Relevant articles and documents

Chiral morphine quinoline compound preparation method and chiral amino acid preparation method of compound

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, (2017/12/13)

The invention provides chiral morpholine compounds. The structural general formula of the chiral morpholine compounds is as shown in the description. The invention further comprises a preparation method of the chiral morpholine compounds. The chiral morpholine compounds are prepared by using benzoin as a starting material, performing reductive amination, and performing chemical resolution on enantiomers and acid-catalyzed ester condensation reaction. The invention further provides amino acid compounds prepared from the chiral morpholine compounds, and a preparation method and application of the amino acid compounds.

Monosubstituted alkenyl amino acids for peptide "stapling"

Yeo, David J.,Warriner, Stuart L.,Wilson, Andrew J.

supporting information, p. 9131 - 9133 (2013/09/24)

Alkenylglycine amino acids were assessed as potential candidates for hydrocarbon stapling and shown to be effective in stapling of the BID BH3 peptide.

An improved synthesis of optically pure 4-Boc-5,6-diphenylmorpholin-2-one and 4-Cbz-5,6-diphenylmorpholin-2-one

Dastlik, Kim A.,Sundermeier, Uta,Johns, Deidre M.,Chen, Yuyin,Williams, Robert M.

, p. 693 - 696 (2007/10/03)

A convenient synthesis of optically pure 4-Boc-5,6-diphenylmorpholin-2-one and 4-Cbz-5,6-diphenylmorpholin-2-one by reaction of (+)- or (-)-2-amino-1,2-diphenylethanol with ethyl bromoacetate, followed by N-protection, and p-TsOH-mediated ring-closure is

Optically active carboalkylated amino alcohols and their utilization in optical resolution

-

, (2008/06/13)

A carboalkylated amino alcohol having each of the below shown formulae is novel and optically active. A separating agent comprising the alcohol and a support is effectively useful to separate a variety of racemates for example with chromatography. The alc

Practical Asymmetric Syntheses of α-Amino Acids through Carbon-Carbon Bond Constructions on Electrophilic Glycine Templates

Williams, Robert M.,Sinclair, Peter J.,Zhai, Dongguan,Chen, Daimo

, p. 1547 - 1557 (2007/10/02)

The optically active D- and L-erythro-4-(benzyloxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-ones (3) and D- and L-erythro-4-(tert-butoxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-ones (3) can be efficiently brominated to serve as electrophilic glycine templates for the asymmetric synthesis of amino acids.It was found that coupling to these templates can proceed with either net retention or net inversion of stereochemistry.The final deblocking to the amino acids is accomplished with either dissolving-metal reduction or catalytic hydrogenolysis.The syntheses of β-ethyl aspartic acid, norvaline, allylglycine, alanine, norleucine, homophenylalanine, p-methoxyhomophenylalanine, cyclopentylglycine, and cyclopentenylglycine and a formal synthesis of clavalanine are described.In addition, the direct asymmetric syntheses of N-t-BOC-allylglycine and N-t-BOC-cyclopentenylglycine are described.

Novel Chiral Stationary Phases for the Resolution of the Enantiomers of Amino Acids by Ligand Exchange Chromatography

Yuki, Yoichi,Saigo, Kazuhiko,Tachibana, Kouzou,Hasegawa, Masaki

, p. 1347 - 1350 (2007/10/02)

Novel chemically bonded chiral stationary phases (CSP's) derived from (1R,2S)-2-carboxymethylamino-1,2-diphenylethanol and from (1S,2S)-2-carboxymethylamino-1,2-diphenylethanol were prepared.The ligand exchange chromatography on these CSP's was found to b

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