**Separation of the Diastereomers (6__R__) and (6__S__)‐5,6,7,8‐Tetrahydro‐L‐neopterin** The mixture of the diastereomers of the pentaacetylderivative IV of (6__RS__)‐5,6,7,8‐tetrahydro‐L‐neopterins could be separated by fractional crystallisation in methanol into the diastereomers IV A and IV B. H
Über Pterinchemie. 65 Mitteilung [1]. Herstellung von (6 R, S)-5,6,7,8-Tetrahydro-L-biopterin, 7,8-Dihydro-L-biopterin, L-Sepiapterin, Deoxysepiapterin, (6 R, S)-5,6-Dihydrodeoxysepiapterin und 2′-Deoxybiopterin
✍ Scribed by Bernhard Schircks; Jost H. Bieri; Max Viscontini
- Publisher
- John Wiley and Sons
- Year
- 1978
- Tongue
- German
- Weight
- 437 KB
- Volume
- 61
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Preparation of (6 R, S)‐5,6,7,8‐tetrahydro‐L‐biopterine, 7,8‐dihydro‐L‐biopterine, L‐sepiapterine, deoxysepiapterine, (6 R, S)‐5,6‐dihydrodeoxysepiapterine and 2′‐deoxybiopterine
We describe the preparation of (6 R, S)‐5,6,7,8‐tetrahydro‐L‐biopterine (II) by catalytic‐ (reported in our short communication [2]) and natriumdithionite reduction of L‐biopterine (I) and a preparation of 7,8‐dihydro‐L‐biopterine (IV) by treatment of L‐biopterine (I) with natriumdithionite. Whereas oxidation of tetrahydrobiopterine II in the presence of oxygen leads to L‐sepiapterine (III), dihydrobiopterine IV in acetic acid without oxygen gives deoxysepiapterine (VII), 5,6‐dihydro‐deoxysepiapterine (VI) and 2′‐deoxybiopterine (V) by a disproportionation reaction.
📜 SIMILAR VOLUMES
**The Configuration at C(6) of Natural 5,6,7,8‐Tetrahydro‐L‐biopterin and of its Pentaacetate** The structure of (6.__R__)‐pentaacetyl‐5,6,7,8‐tetrahydro‐L‐biopterin, one of two diastereoisomers obtained by catalytic hydrogenation and subsequent acetylation of L‐biopterin, has been determined by X‐
## Gedenken (1
**Preparation and characterisation of pure 5,6,7,8‐tetrahydro‐L‐neopterine und 5,6,7,8‐tetrahydro‐D‐monapterine**. The synthesis of these two compounds, III and IV, is described, and their structures ascertained by means of ^1^H‐NMR., ^13^C‐NMR. and FD. spectroscopy. In particular the possibility o
**Preparation of (6__RS__)Tetra‐ and (6__RS__)‐Pentaacetyl‐5,6,7,8‐tetrahydro‐L‐biopterines** Boiling of (6__RS__) l′‐__O__,2′‐__O__,2‐N‐triacetyl‐5,6,7,8‐tetrahydro‐L‐biopterine in acetic anhydride as described in [2], leads to a mixture of the diastereoisomeric (6__R__)‐ and (65)‐l′‐__O__,2′‐__O_