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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1720830Generated: November 1, 2026

L-Glutamic acid, N-(4-aminobenzoyl)-, bis(1,1-dimethylethyl) ester → 4-[6,7-Bis(12-phenyldodecanoyloxy)-4-thiaheptanoylamino]benzoylglutamic acid di-t-butylester

https://huagongshe.com/reaction/1720830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-Glutamic acid, N-(4-aminobenzoyl)-, bis(1,1-dimethylethyl) esterHCID 10691066—
Reactant6,7-Bis(12-phenyldodecanoyloxy)-4-thiaheptanoic acidHCID 22418617—
CatalystPhosphorus trichlorideHCID 24387—
SolventPyridineHCID 1049—
Product4-[6,7-Bis(12-phenyldodecanoyloxy)-4-thiaheptanoylamino]benzoylglutamic acid di-t-butylesterHCID 1180421293%

Reaction Steps

To a solution of 6,7-bis(12-phenyldodecanoyloxy)-4-thiaheptanoic acid as obtained in Reference Example 34 (200 mg) and 4-aminobenzoyl-glutamic acid di-t-butyl ester (108 mg) in pyridine (6 ml), phosphorus trichloride (4 drops) was added drop by drop, followed by stirring at room temperature for 1 hour. After the solvent was concentrated, the residue was purified by silica gel column (n-hexane:ethyl acetate=2:1) to yield the title compound (282 mg, yield 93%) as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05506267
Source datasetuspto-grants-1996_04
ORD IDord-6ee756145c604cda96f8e66862a30ef3
Source noteuspto-grants-1996_04