Asymmetric Synthesis of 2-Amino-1,3-diols and D-erythro-Sphinganine.
✍ Scribed by Dieter Enders; Anke Mueller-Huewen
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 193 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Abstract
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D-erythro-sphingosine and D-esythro-sphinganine can be produced in protected form from serine by a synthetic approach in which the normal biological intermediate 3-ketosphinganine in protectyed form, is a key synthetic intermediate. The sequence is short and convergent, proceeds in good overall yiel
## Abstract A five‐step synthesis of DL‐erythro‐2‐acetamino‐octadecan‐1,3‐diol (IXb) from palmitoic acid was realised. Palmitoic acid was converted into 2‐bromo‐palmitoylbrornide (11), this, in turn, condensed with ethyl diazoacetate into ethyl 2‐diazo‐3‐oxo‐4‐bromostearate (IV), which furnished on