Thiazolidine → HCID 10088633, compound

HRID 1086293Notes

Reaction equation

HRID 1086293 reaction equation
C1C2C(=CC=CC=2)CC[C@H]1C[C:12]([N:14]1[CH2:21][CH2:20][CH2:19][C@H:15]1C(O)=O)=[O:13].[NH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1.[CH:27]1([CH2:36][C:37](C2SCN[C@@H]2C(O)=O)=[O:38])[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH2:29][CH2:28]1.S1CCN[CH2:48]1>>[CH2:48]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH2:29][CH2:28][C@H:27]1[CH2:36][C:37]([N:22]1[CH2:26][CH2:25][CH2:24][C@H:23]1[C:12]([N:14]1[CH2:21][CH2:20][CH2:19][CH2:15]1)=[O:13])=[O:38]

Participants

5

Reactant 4

HCID 10444ThiazolidineHCID 31268PyrrolidineHCID 15021264HCID 15021264, compoundHCID 1317169183-(2-indanylacetyl)-L-thioproline

Product 1

HCID 10088633HCID 10088633, compoundYield 44%

Procedure

Colorless crystals of 1-{1-[(R)-(+)-1,2,3,4-tetrahydronapthalen-2-ylacetyl]-L-prolyl}pyrrolidine were prepared in the same manner as in Example 1, except that 1-[(R)-(+)-1,2,3,4-tetrahydronaphthalene-2-ylacetyl]-L-proline prepared in Reference Example 30 and pyrrolidine were used instead of 3-(2-indanylacetyl)-L-thioproline and thiazolidine, respectively (yield: 44%).

Sources & evidence

ORD record
ord-0baae18fee644fc3aca89d50b391444e
Source dataset
uspto-grants-1991_07
Patent number
US05028604

Reaction notes

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