Lithium Hydroxide → HCID 59949122, compound

HRID 2387761Notes

Reaction equation

[OH:1][C@@H:2]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:3]([N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:4].[OH-].[Li+]>>[CH:12]1([CH2:11][C@H:2]([OH:1])[C:3]([N:5]2[CH2:6][CH2:7][O:8][CH2:9][CH2:10]2)=[O:4])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 15172765HCID 15172765, compound

Product 1

HCID 59949122HCID 59949122, compoundYield 46%

Procedure

This reaction is performed as previously described by Deechongkit, S.; You, S.-L.; Kelly, J. W. Org. Lett. 2004, 6, 497, using (R)-3-benzylsulfanyl-2-hydroxy-propionic acid methyl ester 2 and lithium hydroxide. (R)-3-Benzylsulfanyl-2-hydroxy-propionic acid 3 (3.08 g, 14.51 mmol, 46%) is isolated as a viscous oil: MS calculated for C10H12O3S (M+Na+) 235.1, found 235.3.

Sources & evidence

ORD record: ord-456a6b007bfa4ef894f006cea43419b9
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08268996B2

Reaction notes

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