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Merck
CN

G1141

Sigma-Aldrich

Gly-Gly benzyl ester p-toluenesulfonate salt

≥98%

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About This Item

Empirical Formula (Hill Notation):
C11H14N2O3 · C7H8O3S
CAS Number:
Molecular Weight:
394.44
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name

Gly-Gly benzyl ester p-toluenesulfonate salt,

Assay

≥98%

form

powder

color

white

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

Cc1ccc(cc1)S(O)(=O)=O.NCC(=O)NCC(=O)OCc2ccccc2

InChI

1S/C11H14N2O3.C7H8O3S/c12-6-10(14)13-7-11(15)16-8-9-4-2-1-3-5-9;1-6-2-4-7(5-3-6)11(8,9)10/h1-5H,6-8,12H2,(H,13,14);2-5H,1H3,(H,8,9,10)

InChI key

RWBJLSORGVEMHA-UHFFFAOYSA-N

Amino Acid Sequence

Gly-Gly-OBz

Application

Gly-Gly benzyl ester p-toluenesulfonate salt may be used as an organic intermediate in peptide synthetic processes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Dawei Ma et al.
Organic letters, 4(14), 2377-2380 (2002-07-06)
[reaction: see text] Condensation of L-valine benzyl ester toluenesulfonic acid salt with a substituted cyclohexadione followed by aromatization with the assistance of NBS provides an N-aryl L-valine benzyl ester. This intermediate is converted into 7-substituted benzolactam-V8s using an asymmetric Strecker
Munetaka Kunishima et al.
Chemical & pharmaceutical bulletin, 50(4), 549-550 (2002-04-20)
Racemization of the C-terminal amino acid (Ala) has been studied in various solvents during coupling between 4-methoxybenzyloxycarbonyl (Z(OMe))-Gly-L-Ala-OH and phenylalanine benzyl ester (H-Phe-OBzl) with 4-(4,6-dimethoxy-1,3,5-thiazin-2-yl)-4-methylmorpholinium chloride (DMT-MM). The reaction occurred without substantial racemization in AcOEt, tetrahydrofuran (THF), N,N-dimethylformamide (DMF), CH3CN

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