Ethanethiol → trans-3-Ethyl-DL-proline

HRID 1447460Notes

Reaction equation

[CH2:1]([C@@H:3]1[CH2:7][CH2:6][NH:5][C@H:4]1[C:8]([OH:10])=S)[CH3:2].C[C@@H]1CCN[C@H]1C([OH:19])=S.C(S)C.C(CCC(Cl)=S)(=O)C>>[CH2:1]([C@@H:3]1[CH2:7][CH2:6][NH:5][C@H:4]1[C:8]([OH:10])=[O:19])[CH3:2]

Participants

Reactant 4

HCID 6343Ethanethiol

HCID 200413153-Acetylthiopropionyl chloride

HCID 178455824HCID 178455824, compound

HCID 178461467HCID 178461467, compound

Product 1

HCID 10154109trans-3-Ethyl-DL-proline

Procedure

Following the general procedure of Example 79 (a) to (d) but substituting an equivalent amount of ethyl mercaptan for the methanethiol one obtains (trans)-3-ethyl-D,L-proline.

Sources & evidence

ORD record: ord-0ff31a400652479c87b00ca92630c439
Source dataset: uspto-grants-1982_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04316906

Reaction notes

Loading…