HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3S,4aS,8aS)-N-(tert-Butyl)decahydroisoquinoline-3-carboxamide → (3S,4aS,8aS)-2-[(4S,5R)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl]-N-tert.-butyl-decahydro-isoquinoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3S,4aS,8aS)-N-(tert-Butyl)decahydroisoquinoline-3-carboxamide | HCID 454736 | — |
| Reactant | p-toluenesulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester | HCID 56996730 | — |
| Product | (3S,4aS,8aS)-2-[(4S,5R)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl]-N-tert.-butyl-decahydro-isoquinoline-3-carboxamide | HCID 11732686 | 63.4% |
Reaction Steps
Analogously to Example 1B), by reacting 7.2 g of p-toluene-sulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester (Example 11) with 4.8 g of N-tert.butyl-decahydro-(4aS,8aS)-isoquinoline-3(S)-carboxamide there are obtained 5.4 g (45%) of (3S,4aS,8aS)-2-[(4S,5R)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl]-N-tert.-butyl-decahydro-isoquinoline-3-carboxamide p-tolylsuphonate, m.p. 202°-204° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05578730 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-9ecf18f568524d359c89d617149d6623 |
| Source note | uspto-grants-1996_11 |