Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570170Generated: October 26, 2026

Chloroform → Methyl N1-[2-[(4-chlorophenyl)carbonyl]-4-(methyloxy)phenyl]-N2-{[(9H-fluoren-9-ylmethyl)oxy]carbonyl}-L-alpha-asparaginate

https://huagongshe.com/reaction/570170

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
Reactant(2-Amino-5-methoxyphenyl)(4-chlorophenyl)methanoneHCID 13408099—
ReactantMethyl N-{[(9H-fluoren-9-ylmethyl)oxy]carbonyl]-L-alpha-aspartyl chlorideHCID 86668915—
ProductMethyl N1-[2-[(4-chlorophenyl)carbonyl]-4-(methyloxy)phenyl]-N2-{[(9H-fluoren-9-ylmethyl)oxy]carbonyl}-L-alpha-asparaginateHCID 67173295—

Reaction Conditions

Temperature60 °C

Reaction Steps

Methyl N-{[(9H-fluoren-9-ylmethyl)oxy]carbonyl}-L-α-aspartyl chloride (Int. J. Peptide Protein Res. 1992, 40, 13-18) (93 g, 0.24 mol) was dissolved in CHCl3 (270 mL) and [2-amino-5-(methyloxy)phenyl](4-chlorophenyl)methanone (for a preparation see Reference compound B) (53 g, 0.2 mol) was added. The resulting mixture was stirred at 60° C. for 1 h before being cooled and concentrated at 60% in volume. Ether was added at 0° C. and the resulting precipitate was filtered and discarded. The filtrate was concentrated under reduced pressure and used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023842B2
Source datasetuspto-grants-2015_05
ORD IDord-cb11956015ef40f9a4b10a334f2997bd
Source noteuspto-grants-2015_05