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Boc-glu(otbu)-onp

Catalog Number: EVT-2627679

CAS Number: 69876-58-0

Molecular Formula: C20H28N2O8

Molecular Weight: 424.45

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Product Introduction

Description

“Boc-glu(otbu)-onp” is an N-terminal protected amino acid used in solid-phase peptide synthesis (SPPS) to make unique peptides containing glutamate tert-butyl ester residues . It has a molecular formula of C14H25NO6 and a molecular weight of 303.35 g/mol.

Synthesis Analysis

The synthesis of “Boc-glu(otbu)-onp” typically involves the reaction of L-glutamic acid with tert-butyl carbonate under alkaline conditions. This reaction usually takes place in an anhydrous organic solvent such as dimethylformamide (DMF) or dichloromethane.

Molecular Structure Analysis

The IUPAC name for “Boc-glu(otbu)-onp” is (4S)-5-[(2-methylpropan-2-yl)oxy]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoic acid. The InChI string and the canonical SMILES string for this compound are also available.

Physical And Chemical Properties Analysis

“Boc-glu(otbu)-onp” appears as a white to slight yellow to beige powder . It has a molar mass of 303.40 g/mol . The optical rotation at 25°C (c=1 in methanol) is between -10.5 and -8.5°. It is clearly soluble in 1 mmole in 2 ml DMF .

Properties

CAS Number

69876-58-0

Product Name

Boc-glu(otbu)-onp

IUPAC Name

5-O-tert-butyl 1-O-(4-nitrophenyl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioate

Molecular Formula

C20H28N2O8

Molecular Weight

424.45

InChI

InChI=1S/C20H28N2O8/c1-19(2,3)29-16(23)12-11-15(21-18(25)30-20(4,5)6)17(24)28-14-9-7-13(8-10-14)22(26)27/h7-10,15H,11-12H2,1-6H3,(H,21,25)/t15-/m0/s1

InChI Key

XGSZKZYRDFXIHX-HNNXBMFYSA-N

SMILES

CC(C)(C)OC(=O)CCC(C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OC(C)(C)C

Solubility

not available

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