HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-2-(1-(tert-butoxycarbonyl)pyrrolidin-3-yl)acetic acid → (S)-3-[[3-(8-isopropyl-5-methyl-6-oxo-5,6,7,8-tetrahydro-pteridin-2-ylamino)-5-(methylsulfonyl)-phenylcarbamoyl]-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-2-(1-(tert-butoxycarbonyl)pyrrolidin-3-yl)acetic acid | HCID 1502098 | — |
| Reactant | 2-(3-Amino-5-(methylsulfonyl)-phenylamino)-8-isopropyl-5-methyl-7,8-dihydro-5H-pteridin-6-one | HCID 59286174 | — |
| Product | (S)-3-[[3-(8-isopropyl-5-methyl-6-oxo-5,6,7,8-tetrahydro-pteridin-2-ylamino)-5-(methylsulfonyl)-phenylcarbamoyl]-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 68423470 | 82% |
Reaction Steps
The (S)-enantiomer was prepared with the same procedure used for the (R)-enantiomer and described in Scheme 12 starting from (S)-3-carboxymethyl-pyrrolidine-1-carboxylic acid tert butyl ester (132 mg; 0.576 mmol) and 2-(3-Amino-5-(methylsulfonyl)-phenylamino)-8-isopropyl-5-methyl-7,8-dihydro-5H-pteridin-6-one (150 mg; 0.384 mmol), 190 mg (0.316 mmol; 82% yield) of product were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410100B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-4d0f6352a8324ba5860afcf894ffae47 |
| Source note | uspto-grants-2013_04 |