Ammonia → 4-[(2-furyl)methyl]-4-hydroxy-1-(2-mercapto-1-oxoethyl)-L-proline

HRID 223736Notes

Reaction equation

C([S:4][CH2:5][C:6]([N:8]1[CH2:15][C:14]([CH2:17][C:18]2[O:19][CH:20]=[CH:21][CH:22]=2)([OH:16])[CH2:13][C@H:9]1[C:10]([OH:12])=[O:11])=[O:7])(=O)C.N>>[O:19]1[CH:20]=[CH:21][CH:22]=[C:18]1[CH2:17][C:14]1([OH:16])[CH2:15][N:8]([C:6](=[O:7])[CH2:5][SH:4])[C@H:9]([C:10]([OH:12])=[O:11])[CH2:13]1

Participants

Reactant 2

HCID 222Ammonia

HCID 541477931-[2-(Acetylthio)-1-oxoethyl]-4-[(2-furyl)methyl]-4-hydroxy-L-proline

Product 1

HCID 545021514-[(2-furyl)methyl]-4-hydroxy-1-(2-mercapto-1-oxoethyl)-L-proline

Procedure

The product from part (b) is treated with concentrated ammonia according to the procedure of Example 2 to yield 4-[(2-furyl)methyl]-4-hydroxy-1-(2-mercapto-1-oxoethyl)-L-proline.

Sources & evidence

ORD record: ord-f865e7c4146342809017b31650885646
Source dataset: uspto-grants-1982_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04356182

Reaction notes

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