HuagongsheHuagongshe Chemistry Print Report · For research reference only
Magnesium → 10-Benzyloxy-6(S)-tert-butoxycarbonylamino-5(S)-hydroxy-3(R,S)-isopropyl-8,8-dimethyldec-1-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | (RS)-2-isopropyl-3-butenyl bromide | HCID 10631133 | — |
| Reactant | 6-Benzyloxy-2(S)-tert-butoxycarbonylamino-4,4-dimethyl-hexanal | HCID 22882579 | — |
| Product | 10-Benzyloxy-6(S)-tert-butoxycarbonylamino-5(S)-hydroxy-3(R,S)-isopropyl-8,8-dimethyldec-1-ene | HCID 22882344 | — |
Reaction Steps
88.5 g of 1-bromo-2(R,S)-isopropyl-3-butene, 13 g of magnesium powder and 41.9 g of 6-benzyloxy-2(S)-tert-butoxycarbonylamino-4,4-dimethyl-hexanal are reacted in a manner analogous to that described in Example 37f). Purification is carried out by FC over 1 kg of silica gel (mobile phases G and E): Rf (3:1 mixture of toluene and ethyl acetate)=0.47; Rt (I)=33.8/34.2 min; FAB-MS: (M+H)+ =520.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05719141 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-e2b1cb1c09e448dbaad75763a816e9cc |
| Source note | uspto-grants-1998_02 |