HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl (5S,12S)-12-[(R)-[(3S,4R,5R)-3,4-dihydroxy-5-(3-(4-methoxybenzyl)-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)tetrahydro-2-furanyl](hydroxy)methyl]-5-isobutyl-3,6-dioxo-1-phenyl-2-oxa-4,7,11-triazatridecan-13-oate → HCID 59065889, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl (5S,12S)-12-[(R)-[(3S,4R,5R)-3,4-dihydroxy-5-(3-(4-methoxybenzyl)-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)tetrahydro-2-furanyl](hydroxy)methyl]-5-isobutyl-3,6-dioxo-1-phenyl-2-oxa-4,7,11-triazatridecan-13-oate | HCID 59065928 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 59065889 | HCID 59065889 | 95% |
Reaction Steps
A solution of tert-butyl (5S,12S)-12-[(R)-[(3S,4R,5R)-3,4-dihydroxy-5-(3-(4-methoxybenzyl)-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)tetrahydro-2-furanyl](hydroxy)methyl]-5-isobutyl-3,6-dioxo-1-phenyl-2-oxa-4,7,11-triazatridecan-13-oate (51 mg, 0.064 mmol, obtained from Example 51) in trifluoroacetic acid (6 ml) was stirred 5 hours at room temperature. The volatiles were removed in vacuo and the resulting residue was azeotroped with toluene to provide (5S,12S)-12-[(R)-[(3S,4R,5R)-3,4-dihydroxy-5-(3-(4-methoxybenzyl)-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)tetrahydro-2-furanyl](hydroxy)methyl]-5-isobutyl-3,6-dioxo-1-phenyl-2-oxa-4,7,11-triazatridecan-13-oic acid (45 mg, 95%) as a light tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06858591B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-f87ca92e953442fbb02bcbc3e603f208 |
| Source note | uspto-grants-2005_02 |