Nin-cyclohexyloxycarbonyl group as a new protecting group for tryptophan
โ Scribed by Yuji Nishiuchi; Hideki Nishio; Tatsuya Inui; Terutoshi Kimura; Shumpei Sakakibara
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- French
- Weight
- 232 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
During HF reaction in the presence of anisole or p-cresol, a side reaction was observed associated with use of the N in -cyclohexyloxycarbonyl (Hoc) group for tryptophan (Trp). The structure of the modiยฎed Trp and the HF conditions for suppressing this side reaction are described.
The diethylisopropylsilyl (DEIPS) group which is a new protective group for alcohols has been first characterized. DEIPS group can be distinguished from t-butyldimethylsilyl, triethylsilyl, tetrahydropyranyl groups and 2-deoxy glycoside with high selectivity in removing under mild acidic condition,
The N-(2-acetoxyethyl) group can be cleaved by a photoinduced single electron transfer to 4,4dimethoxybenzophenone.
A new alkyne protecting group, trispyrazolylborateplatinum(methyl) (TPM), that can tolerate various reaction conditions and is particularly useful for electron-deficient acetylenes allows for synthetic manipulations of polyfunctional acetylenes. This protecting group withstands a variety of reaction
The 2-phenylsulfonylethyl group is a useful alkyl protecting group for nitrogen during indole synthesis; it is readily removed from the indole nitrogen under basic conditions.