HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetaldehyde → (+/-)-(E)-3-{1'-(2-Phenyl-ethyl)-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3'-piperidin]-6-yl}-acrylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetaldehyde | HCID 998 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | (+/-)-(E)-3-{1'-tert-butoxycarbonyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3'-piperidin]-6-yl}-acrylic acid methyl ester | HCID 67071413 | — |
| Product | (+/-)-(E)-3-{1'-(2-Phenyl-ethyl)-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3'-piperidin]-6-yl}-acrylic acid methyl ester | HCID 67071484 | — |
Reaction Steps
(±)-(E)-3-{1′-(2-Phenyl-ethyl)-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3′-piperidin]-6-yl}-acrylic acid methyl ester was synthesized starting from Intermediate 5 (339 mg, 1.00 mmol), according to the procedure described in Example 40, Step A, using phenylacetaldehyde (0.13 ml, 1.2 mmol) and NaBH3CN (63 mg, 1.2 mmol). The product was obtained as a yellow solid (320 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980877B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-643810e8841d42fb9ecb345c19f6375c |
| Source note | uspto-grants-2015_03 |