HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Glutamic acid, N-(4-aminobenzoyl)-, bis(1,1-dimethylethyl) ester → 4-[6,7-Bis(12-phenyldodecanoyloxy)-4-thiaheptanoylamino]benzoylglutamic acid di-t-butylester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Glutamic acid, N-(4-aminobenzoyl)-, bis(1,1-dimethylethyl) ester | HCID 10691066 | — |
| Reactant | 6,7-Bis(12-phenyldodecanoyloxy)-4-thiaheptanoic acid | HCID 22418617 | — |
| Catalyst | Phosphorus trichloride | HCID 24387 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 4-[6,7-Bis(12-phenyldodecanoyloxy)-4-thiaheptanoylamino]benzoylglutamic acid di-t-butylester | HCID 11804212 | 93% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05506267 |
| Source dataset | uspto-grants-1996_04 |
| ORD ID | ord-6ee756145c604cda96f8e66862a30ef3 |
| Source note | uspto-grants-1996_04 |