Hydrochloric Acid → Adenine

HRID 1285116Notes

Reaction equation

HRID 1285116 reaction equation
CC(CCCCCCCCCCCCC(NCC(NC1C(C(O)CO)OC([NH:33][C:34]2[C:39]3[NH:40][CH:41]=[N:42][C:38]=3[N:37]=[CH:36][N:35]=2)C(O)C1O)=O)=O)C.Cl>>[N:35]1[C:34]([NH2:33])=[C:39]2[C:38]([N:42]=[CH:41][NH:40]2)=[N:37][CH:36]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 49402362362-59-8

Product 1

HCID 190Adenine

Procedure

By hydrolyzing Spicamycin in an aqueous solution of 1N HCl at 100° C. for one hour, adenine, an unknown amino sugar, and an acidic substance can be obtained. By further hydrolyzing this acidic substance in an aqueous solution of 6N HCl at 110° C. for 48 hours, glycine and a mixture of saturated fatty acids can be obtained. The mixture of saturated fatty acids thus obtained was methylated with diazomethane and analyzed by means of gas chromatography-mass spectrometry (1.5% Silicone-OV-1/Shimalite W 170° C.), whereupon this mixture was found to comprise fatty acids represented by (CH3)2CH(CH2)nCOOH (n=8-14) or CH3 (CH2)mCOOH (m=10-16), typically iso-palmitic acid and isomargaric acid.

Sources & evidence

ORD record
ord-d783605150dc47e781f3f874dd78a0a6
Source dataset
uspto-grants-1986_01
Patent number
US04565781

Reaction notes

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