Dimethyl Sulfide → Tert-butyl 4,4-difluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate

HRID 699797Notes

Reaction equation

[BH3:21].[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH:9]([C:15](=[O:16])[OH:17])[CH2:10][C:11]([F:13])([F:14])[CH2:12]1.[CH3:18][S:19][CH3:20].[O:22]1[CH2:23][CH2:24][CH2:25][CH2:26]1>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH:9]([CH2:15][OH:16])[CH2:10][C:11]([F:13])([F:14])[CH2:12]1

Participants

Reactant 4

HCID 1068Dimethyl Sulfide

HCID 6331Borane

HCID 8028Tetrahydrofuran

HCID 235125141-((Tert-butoxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid

Product 1

HCID 22001352Tert-butyl 4,4-difluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate

Sources & evidence

ORD record: ord-94855451ac854deca3e67de0df1b1957
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (3/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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