(2S)-2-(((tert-butoxy)carbonyl)amino)-4-hydroxybutanoic acid → HCID 131735152, compound

HRID 930972Notes

Reaction equation

HRID 930972 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:8][CH2:7][C:6]2[C:9]3[C:14]([NH:15][C:16]4[CH:25]=[CH:24][C:19]5[NH:20][C:21](=[O:23])[S:22][C:18]=5[CH:17]=4)=[N:13][CH:12]=[N:11][C:10]=3[S:26][C:5]=2[CH2:4]1.[C:27]([O:31][C:32]([NH:34][C@H:35]([C:39](O)=[O:40])[CH2:36][CH2:37][OH:38])=[O:33])([CH3:30])([CH3:29])[CH3:28]>>[OH:38][CH2:37][CH2:36][C@@H:35]([NH:34][C:32](=[O:33])[O:31][C:27]([CH3:29])([CH3:28])[CH3:30])[C:39](=[O:40])[NH:1][CH2:2][CH:3]1[CH2:8][CH2:7][C:6]2[C:9]3[C:14]([NH:15][C:16]4[CH:25]=[CH:24][C:19]5[NH:20][C:21](=[O:23])[S:22][C:18]=5[CH:17]=4)=[N:13][CH:12]=[N:11][C:10]=3[S:26][C:5]=2[CH2:4]1

Participants

3

Reactant 2

HCID 13066457(2S)-2-(((tert-butoxy)carbonyl)amino)-4-hydroxybutanoic acidHCID 90014477HCID 90014477, compound

Product 1

HCID 131735152HCID 131735152, compound

Procedure

125 mg (326 μmol) (RS)-6-{[7-(aminomethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl]amino}-1,3-benzothiazol-2(3H)-one (prepared according to example 20) were transformed in analogy to example 23 using N-(tert-butoxycarbonyl)-L-homoserine to give after working up and purification 32.2 mg (16%) of the title compound.

Workup

  1. customto give
  2. custompurification 32.2 mg (16%) of the title compound

Sources & evidence

ORD record
ord-e47b99129e2c4d9481c5a943668e9bc3
Source dataset
uspto-grants-2016_03
Patent number
US09296757B2

Reaction notes

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