Trifluoroacetic acid → (R)-tetrahydro-furan-2-carboxylic acid (2-amino-thiazol-4-ylmethyl)-methyl-amide

HRID 1685069Notes

Reaction equation

HRID 1685069 reaction equation
C(OC(=O)[NH:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][N:14]([CH3:22])[C:15]([C@H:17]2[CH2:21][CH2:20][CH2:19][O:18]2)=[O:16])[N:12]=1)(C)(C)C.C(O)(C(F)(F)F)=O>>[NH2:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][N:14]([CH3:22])[C:15]([C@H:17]2[CH2:21][CH2:20][CH2:19][O:18]2)=[O:16])[N:12]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86661307(4-{[methyl-((R)-tetrahydro-furan-2-carbonyl)-amino]-methyl}-thiazol-2-yl)-carbamic acid tert-butyl ester

Product 1

HCID 86661308(R)-tetrahydro-furan-2-carboxylic acid (2-amino-thiazol-4-ylmethyl)-methyl-amide

Procedure

The product from Step 1 was treated with TFA to cleave the BOC group (Method 1) to afford (R)-tetrahydro-furan-2-carboxylic acid (2-amino-thiazol-4-ylmethyl)-methyl-amide.

Sources & evidence

ORD record
ord-bb597e1ad90f430a8deee0472d118142
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

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