N-Piperidinoethanol → HCID 70053426, compound

HRID 2298258Notes

Reaction equation

C[O:2][C:3](=[O:31])[C@H:4]([CH2:23][C:24]1[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=1)[NH:5][C:6](=[O:22])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[S:12]([C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13].[N:32]1([CH2:38][CH2:39]O)[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1>>[C:18]1([CH3:21])[CH:17]=[CH:16][C:15]([S:12]([N:8]2[CH2:9][CH2:10][CH2:11][C@H:7]2[C:6]([NH:5][C@H:4]([C:3]([OH:2])=[O:31])[CH2:23][C:24]2[CH:29]=[CH:28][C:27]([O:30][CH2:39][CH2:38][N:32]3[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]3)=[CH:26][CH:25]=2)=[O:22])(=[O:14])=[O:13])=[CH:20][CH:19]=1

Participants

Reactant 2

HCID 18232N-Piperidinoethanol

HCID 54334627HCID 54334627, compound

Product 1

HCID 70053426HCID 70053426, compound

Procedure

The methyl ester was prepared by Mitsunobu reaction of N-(toluene-4-sulfonyl)-L-prolyl-L-tyrosine methyl ester with piperidineethanol following the procedure described for the preparation of Example 20 (284). The title compound was prepared using the procedure described in Method 7 as a solid, mp=102-106° C.

Sources & evidence

ORD record: ord-37222f62d13d448d927ab558ab97a54c
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06492421B1

Reaction notes

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