Need Assistance?

US & Canada:
+
UK: +

FAQs

Resources

Our Highlights

GMP Grade Efficient workshop for GMP production.
Optimal Prices Buying products on this site guarantees the best price!
Commercial Batches Independent GMP manufacturing suites that handle commercial batches
Prompt Delivery Warehouses in multiple cities to ensure timely delivery
Flexible Quantity Quantities available from milligrams to ton

Application Area

N-α-(9-Fluorenylmethoxycarbonyl)-α-methyl-D-α-(4-pentenyl)glycine

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category

Fmoc-Amino Acids

Catalog number

BAT-005485

CAS number

288617-77-6

Molecular Formula

C23H25NO4

Molecular Weight

379.45

N-α-(9-Fluorenylmethoxycarbonyl)-α-methyl-D-α-(4-pentenyl)glycine

Specification
Reference Reading

IUPAC Name

(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methylhept-6-enoic acid

Synonyms

Fmoc-D-(Me)Gly(Pentenyl)-OH; N-α-(9-Fluorenylmethoxycarbonyl)-α-(4-pentenyl)-L-alanine; (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methylhept-6-enoic acid; Fmoc-(R)-2-(pentenyl)Ala-OH; (R)-2-(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-2-METHYL-HEPT-6-ENOIC ACID

Appearance

pale yellow viscous liquid

Purity

≥ 95%

Density

1.185 g/cm3

Boiling Point

591.7±45.0 °C

Storage

Store at -20 °C

InChI

InChI=1S/C23H25NO4/c1-3-4-9-14-23(2,21(25)26)24-22(27)28-15-20-18-12-7-5-10-16(18)17-11-6-8-13-19(17)20/h3,5-8,10-13,20H,1,4,9,14-15H2,2H3,(H,24,27)(H,25,26)/t23-/m1/s1

InChI Key

MRJFPZWLOJOINV-HSZRJFAPSA-N

Canonical SMILES

CC(CCCC=C)(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

1.(Acyloxy)alkoxy moiety as amino acids protecting group for the synthesis of (R,R)-2,7 diaminosuberic acid via RCM.

Mollica A1, Feliciani F, Stefanucci A, Fadeev EA, Pinnen F. Protein Pept Lett. 2012 Dec;19(12):1245-9.

A new synthetic pathway is described to prepare asymmetrically protected 2,7-diaminosuberic acid. This strategy exploits (acyloxy)alkoxy promoiety as protecting group and RCM reaction using second generation Grubbs catalyst and provides the trans isomer of (2R,7R)-7-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-(tert-butoxycarbonylamino)-8- methoxy-8-oxooct-4-enoic acid, which was in turn reduced to obtain (2R,7R)-7-(((9H-fluoren-9-yl)methoxy)carbonylamino)- 2-(tert-butoxycarbonylamino)-8-methoxy-8-oxooctanoic acid.