| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1350232 | Tetrahedron: Asymmetry | 2012 | 8 Pages |
A simple convergent synthesis of the collagen cross-link pyridinoline starting from glycine is reported.
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(2S,5R)-2-Benzyloxycarbonylamino-5-iodomethyl-δ-valerolactoneC14H16INO4[α]D25=+7.0 (c 1, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (2S,5R)
(2S,5S)-2-Benzyloxycarbonylamino-5-iodomethyl-δ-valerolactoneC14H16INO4[α]D25=+41.5 (c 1, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (2S,5S)
(S)-2-Benzyloxycarbonylaminohex-5-enoic acidC14H17NO4Ee >98%[α]D25=+21.6 (c 1, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (2S)
Allyl (2S)-2-benzyloxycarbonylamino-6-iodo-5-oxohexanoateC14H16INO5[α]D25=−3.0 (c 1, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (2S)
