HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → N-[2-(4-Methoxycarbonylmethylphenoxy)-1(R)-methylethyl]-2(R)-t-butyldimethylsilyloxy-2-(3-chlorophenyl)ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | (R)-2-[(tert-Butyldimethylsilyl)oxy]-2-(3-chlorophenyl)acetaldehyde | HCID 11129841 | — |
| Reactant | Methyl 4-[2(R)-amino-1-propoxy]phenylacetate | HCID 22867083 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-[2-(4-Methoxycarbonylmethylphenoxy)-1(R)-methylethyl]-2(R)-t-butyldimethylsilyloxy-2-(3-chlorophenyl)ethanamine | HCID 22873128 | — |
Reaction Steps
Following a procedure similar to that described in Preparation 29, but using 5.2 g of (R)-α-t-butyl-dimethylsilyloxy-α-(3-chlorophenyl)acetaldehyde (prepared as described in Preparation 49), 4.24 g of methyl 4-[2(R)-amino-1-propoxy]phenylacetate (prepared as described in Preparation 27), 50 ml of absolute methanol and 3.4 g of sodium cyanoborohydride, the title compound was obtained having an Rf=0.20 (thin layer chromatography over silica gel, using a 1:4 by volume mixture of ethyl acetate and hexane as the developing solvent).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05576340 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-2c2a0dde8d27460bb9d3947acb4a6707 |
| Source note | uspto-grants-1996_11 |