L-Prolinol → HCID 10716464, compound

HRID 1420084Notes

Reaction equation

HRID 1420084 reaction equation
CS(O[CH2:6][CH:7]1[C:11]2[C:12]([CH3:26])=[C:13]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:14]([CH3:17])=[C:15]([CH3:16])[C:10]=2[O:9][C:8]1([CH3:28])[CH3:27])(=O)=O.[NH:29]1[CH2:35][CH2:34][CH2:33][C@H:30]1[CH2:31][OH:32]>>[CH2:19]([O:18][C:13]1[C:14]([CH3:17])=[C:15]([CH3:16])[C:10]2[O:9][C:8]([CH3:28])([CH3:27])[CH:7]([CH2:6][N:29]3[CH2:35][CH2:34][CH2:33][C@H:30]3[CH2:31][OH:32])[C:11]=2[C:12]=1[CH3:26])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 640091L-ProlinolHCID 10501416HCID 10501416, compound

Product 1

HCID 10716464HCID 10716464, compoundYield 66.3%

Procedure

The title compound (1 g, 66%) was prepared as a pale yellow solid from (3RS)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-3-ylmethyl methanesulfonate (1.49 g) and L-prolinol (1.5 g) by an analogous procedure to that described in preparation 1, mp 99°-101° C.

Workup

  1. customthat described in preparation 1, mp 99°-101° C.

Sources & evidence

ORD record
ord-433db3cb9eba4d26b782b4874cb14100
Source dataset
uspto-grants-1999_03
Patent number
US05889032

Reaction notes

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