2,3-Dihydrothieno(3,4-b)(1,4)dioxine-5-carboxylic acid → (1S,3S,5S)-3-{[(2,3-Dihydro-thieno[3,4-b][1,4]dioxine-5-carbonyl)-amino]-methyl}-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

HRID 2064803Notes

Reaction equation

HRID 2064803 reaction equation
[C:1]([O:5][C:6]([N:8]1[C@H:13]([CH2:14][NH2:15])[CH2:12][C@H:11]2[C@@H:9]1[CH2:10]2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[O:16]1[CH2:21][CH2:20][O:19][C:18]2=[C:22]([C:25](O)=[O:26])[S:23][CH:24]=[C:17]12>>[C:1]([O:5][C:6]([N:8]1[C@H:13]([CH2:14][NH:15][C:25]([C:22]2[S:23][CH:24]=[C:17]3[C:18]=2[O:19][CH2:20][CH2:21][O:16]3)=[O:26])[CH2:12][C@H:11]2[C@@H:9]1[CH2:10]2)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 64838802,3-Dihydrothieno(3,4-b)(1,4)dioxine-5-carboxylic acidHCID 58278675(1S,3S,5S)-tert-Butyl 3-(aminomethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Product 1

HCID 67081220(1S,3S,5S)-3-{[(2,3-Dihydro-thieno[3,4-b][1,4]dioxine-5-carbonyl)-amino]-methyl}-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

Procedure

prepared by reaction of (1S,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester with 2,3-dihydro-thieno[3,4-b][1,4]dioxine-5-carboxylic acid. LC-MS (acidic): tR=0.98 min; [M+H]+=381.1.

Sources & evidence

ORD record
ord-be09eecbde0c4f129afe74407006a9c7
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

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