HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → Benzyl N-[2-t-Butyldimethylsilyloxy-1(R)-methylethyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | CBZ-L-ALANINOL | HCID 10262499 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Benzyl N-[2-t-Butyldimethylsilyloxy-1(R)-methylethyl]carbamate | HCID 22867577 | 84.7% |
Reaction Steps
A procedure similar to that described in Preparation 8 was repeated, except that 12.54 g of (5)-2-benzyloxycarbonylaminopropanol (prepared as described in Preparation 23), 9.97 g of t-butyldimethylsilyl chloride, 4.90 g of imidazole and 150 ml of anhydrous dimethylformamide were used, to give 16.43 g of the title compound having an Rf value of 0.54 (on silica gel thin layer chromatography, 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 | US05578620 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-02ee27ff147649508df7eb54d24e0ef6 |
| Source note | uspto-grants-1996_11 |