HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → tert-butyl N-[4-[[[(6S)-4-oxo-3-(2-phenylethylamino)-7,8-dihydro-6H-pyrrolo[1,2-a]pyrimidine-6-carbonyl]amino]methyl]benzenecarboximidoyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | tert-butyl N-[4-[[[(6S)-3-amino-4-oxo-7,8-dihydro-6H-pyrrolo[1,2-a]pyrimidine-6-carbonyl]amino]methyl]benzenecarboximidoyl]carbamate | HCID 145857226 | — |
| Reactant | tert-butyl N-[4-[[[(6S)-3-(benzylamino)-4-oxo-7,8-dihydro-6H-pyrrolo[1,2-a]pyrimidine-6-carbonyl]amino]methyl]benzenecarboximidoyl]carbamate | HCID 145857234 | — |
| Product | tert-butyl N-[4-[[[(6S)-4-oxo-3-(2-phenylethylamino)-7,8-dihydro-6H-pyrrolo[1,2-a]pyrimidine-6-carbonyl]amino]methyl]benzenecarboximidoyl]carbamate | HCID 145857194 | 54% |
Reaction Steps
Following a procedure similar to that for the preparation of 1k, intermediate 1j (60 mg, 0.14 mmol), phenylacetyladehyde (67.3 mg, 0.56 mmol) and NaBH(OAc)3 (326.4 mg, 1.54 mmol) yielded 40 mg (54%) of intermediate 2a. MS (ESI) 531.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07094783B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-4dd495067f7e4572983b6e970c23d3a3 |
| Source note | uspto-grants-2006_08 |