HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → Benzyl N-[2-t-Butyldimethylsilyloxy-1(S)-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(S)-methylethyl]carbamate | HCID 14308420 | 97.2% |
Reaction Steps
A procedure similar to that described in Preparation 8 was repeated, except that 7.00 g of (S)-2-benzyloxycarbonylaminopropanol (prepared as described in Preparation 31), 6.03 g of t-butyldimethylsilyl chloride, 5.45 g of imidazole and 100 ml of anhydrous dimethylformamide were used, to give 10.52 g of the title compound having an Rf value of 0.48 (on silica gel thin layer chromatography, using a 1:7 by volume mixture of ethyl acetate and hexane as the developing solvent).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05688823 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-c93cf583370f44f28e37857f088e2044 |
| Source note | uspto-grants-1997_11 |