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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570165Generated: 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/570165

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

A mixture of Methyl N-{[(9H-fluoren-9-ylmethyl)oxy]carbonyl}-L-α-aspartyl chloride (prepared from J. Org. Chem. 1990, 55, 3068-3074 and J. Chem. Soc. Perkin Trans. 1 2001, 1673-1695) (221 g, 0.57 mol) and [2-amino-5-(methyloxy)phenyl](4-chlorophenyl)methanone (for a preparation see Intermediate 7) (133 g, 0.5 mol) in CHCl3 (410 mL) was stirred at 60° C. for 1.5 h before being cooled and concentrated under reduced pressure and used without further purification. LC/MS: m/z 613 [M(35Cl)+H]+, Rt=3.89 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023842B2
Source datasetuspto-grants-2015_05
ORD IDord-130b3c9341e44780a9503cc14b7efe92
Source noteuspto-grants-2015_05