HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → N-[2-(4-methoxycarbonylmethylphenoxy)-1(R)-methylethyl]-2(S)-t-butyldimethylsilyloxy-2-phenylethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | (S)-alpha-(t-Butyldimethylsilyloxy)-alpha-phenylacetaldehyde | HCID 11075902 | — |
| Reactant | Methyl 4-[2(R)-amino-1-propoxy]phenylacetate | HCID 22867083 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-[2-(4-methoxycarbonylmethylphenoxy)-1(R)-methylethyl]-2(S)-t-butyldimethylsilyloxy-2-phenylethanamine | HCID 22867086 | — |
Reaction Steps
Following a procedure similar to that described in Preparation 29, but using 1.5 g of (S)-α-(t-butyldimethylsilyloxy)-α-phenylacetaldehyde (prepared as described in Preparation 26), 1.1 g of methyl 4-[2(R)-amino-1-propoxy]phenylacetate (prepared as described in Preparation 27), 10 ml of absolute methanol and 950 mg of sodium cyanoborohydride, the title compound was obtained. [α]D23 -58.4° (c=0.998, chloroform).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05635534 |
| Source dataset | uspto-grants-1997_06 |
| ORD ID | ord-e8c00f44a4f547a9b520d017e0a71045 |
| Source note | uspto-grants-1997_06 |