Thiazolidine → HCID 10449942, compound

HRID 1086292Notes

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

Reactant 4

HCID 10444Thiazolidine

HCID 31268Pyrrolidine

HCID 10108113HCID 10108113, compound

HCID 1317169183-(2-indanylacetyl)-L-thioproline

Product 1

HCID 10449942HCID 10449942, compoundYield 52%

Procedure

Colorless crystals of 1-{1-[(S)-(-)-1,2,3,4-tetrahydronaphthalen-2-ylacetyl]-L-prolyl}pyrrolidine were prepared in the same manner as in Example 1, except that 1-[(S)-(-)-1,2,3,4-tetrahydronaphthalen-2-ylacetyl]-L-proline prepared in Reference Example 28 and pyrrolidine were used instead of 3-(2-indanylacetyl)-L-thioproline and thiazolidine, respectively (yield: 52%).

Sources & evidence

ORD record: ord-d44293b2f17a40e5a8eb9e296e7c3013
Source dataset: uspto-grants-1991_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05028604

Reaction notes

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