Fmoc-4-(Boc-aminomethyl)-L-phenylalanine

CAS

204715-91-3

Catalog Number

ACM204715913-1

Category

Amino Acids

Molecular Weight

516.6

Molecular Formula

C30H32N2O6

MSDS COA Spec Sheet

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Specification

Description

Fmoc-4-(Boc-aminomethyl)-L-phenylalanine is a chemical compound consisting of the amino acid phenylalanine with a tert-butyloxycarbonyl (Boc) protection group on the α-amino group and a 9-fluorenylmethoxycarbonyl (Fmoc) protection group on the side chain carboxyl group. This compound is widely used in peptide synthesis due to its favorable properties, such as ease of synthesis, compatibility with solid-phase peptide synthesis techniques, and low toxicity. Fmoc-4-(Boc-aminomethyl)-L-phenylalanine is also used in a variety of scientific experiments related to peptides, proteins, and drug discovery.

Synonyms

4-(Boc-aminomethyl)-Fmoc-phenylalanine, FMOC-L-4-AMINOMETHYLPHENYLALANINE(BOC), FMOC-S-PHE(4-MENHBOC)-OH, FMOC-PHE(4-CH2NHBOC)-OH, REF DUPL: Fmoc-L-Phe(4-CH2NHBoc)-OH, Fmoc-L-(4-amino(Boc)methyl)Phe-OH, Fmoc-L-Phe(4-CH2NHBoc)-OH

IUPAC Name

(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[4-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]phenyl]propanoic acid

Canonical SMILES

CC(C)(C)OC(=O)NCC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

InChI

1S/C30H32N2O6/c1-30(2,3)38-28(35)31-17-20-14-12-19(13-15-20)16-26(27(33)34)32-29(36)37-18-25-23-10-6-4-8-21(23)22-9-5-7-11-24(22)25/h4-15,25-26H,16-18H2,1-3H3,(H,31,35)(H,32,36)(H,33,34)/t26-/m0/s1

InChI Key

QSPDPKLGXGMDAY-SANMLTNESA-N

Boiling Point

734.3±60.0 ℃at 760 mmHg

Flash Point

397.9±32.9 ℃

Density

1.2±0.1 g/cm³

Application

Fmoc-4-(Boc-aminomethyl)-L-phenylalanine is widely used in peptide synthesis, particularly in the solid-phase peptide synthesis technique. It can also be used in the synthesis of cyclic peptides and peptidomimetics. Additionally, the compound can be used as a building block for the synthesis of other amino acid derivatives and bioactive molecules.

Exact Mass

516.226013

Functional Group

Fmoc

HS Code

2924299090

LogP

6.08

MDL Number

MFCD01860324

PSA

113.96