Hydrogen Bromide → 1,4-dithia-7-azaspiro [4.4]nonane-8(S)-carboxylic acid, methyl ester hydrobromide

HRID 2226401Notes

Reaction equation

HRID 2226401 reaction equation
C(OC([N:11]1[C@H:19]([C:20]([O:22][CH3:23])=[O:21])[CH2:18][C:13]2([S:17][CH2:16][CH2:15][S:14]2)[CH2:12]1)=O)C1C=CC=CC=1.C(OCC)C.[BrH:29]>C(O)(=O)C>[BrH:29].[S:14]1[C:13]2([CH2:18][C@@H:19]([C:20]([O:22][CH3:23])=[O:21])[NH:11][CH2:12]2)[S:17][CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 13373610HCID 13373610, compound

Product 1

HCID 132746721,4-dithia-7-azaspiro [4.4]nonane-8(S)-carboxylic acid, methyl ester hydrobromide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Dissolve 3.0 g of 7-benzyloxycarbonyl-1,4-dithia-7-azaspiro[4.4]nonane-8(S)-carboxylic acid, methyl ester in 20 ml of 20% hydrobromic acid in glacial acetic acid and stir the mixture at room temperature for two hours. Add the mixture dropwise to diethyl ether at 0°-5° C. to give 1,4-dithia-7-azaspiro [4.4]nonane-8(S)-carboxylic acid, methyl ester hydrobromide, a brown solid m.p. 156°-158°.

Sources & evidence

ORD record
ord-3111b18de8b545ed97c6a6a98aec0b30
Source dataset
uspto-grants-1994_09
Patent number
US05348944

Reaction notes

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