HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium bis(trimethylsilyl)amide → N-Benzyloxycarbonyl-3(R,S)-(1-methoxyprop-2-en-3-yl)-1,2,3,4-tetrahydroquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | N-benzyloxycarbonyl-3(R,S)-formyl-1,2,3,4-tetrahydroquinoline | HCID 19697710 | — |
| Reactant | (2-Methoxy-ethyl)-triphenyl-phosphonium, bromide | HCID 22377376 | — |
| Reactant | 5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-2(R),7,7-trimethyl-8-[3(R,S)-allyloxymethyl-1,2,3,4-tetrahydroquinolin-1-ylcarbonyl]-octanoic acid (N-butyl)amide | HCID 131720529 | — |
| Product | N-Benzyloxycarbonyl-3(R,S)-(1-methoxyprop-2-en-3-yl)-1,2,3,4-tetrahydroquinoline | HCID 56984159 | — |
Reaction Steps
The title compound is prepared in a manner analogous to that described in Example 137b) starting from 1.50 g of N-benzyloxycarbonyl-3(R,S)-formyl-1,2,3,4-tetrahydroquinoline, 3.1 g of methoxyethyl-triphenylphosphonium bromide and 2.0 g of sodium bis(trimethylsilyl)amide: Rf (A)=0.55.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05719141 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-e8d60ba8f22e41d5a245c58990c2dace |
| Source note | uspto-grants-1998_02 |