L-Malic Acid → HCID 13963152, compound

HRID 530001Notes

Reaction equation

HRID 530001 reaction equation
[Si:1]([O:8][C@@H:9]([CH2:13][Cl:14])[CH2:10][CH:11]=[O:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].O[C@@H](CC(O)=O)C(O)=O>>[Si:1]([O:8][C@H:9]([CH2:13][Cl:14])[CH2:10][CH:11]=[O:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 222656L-Malic AcidHCID 13963153(R)-3-(tert-butyldimethylsilyloxy)-4-chlorobutanal

Product 1

HCID 13963152HCID 13963152, compound

Procedure

(S)-3-(tert-Butyldimethylsilyloxy)-4-chlorobutanal was prepared by the same route as (R)-3-(tert-butyldimethylsilyloxy)-4-chlorobutanal starting from (S)-2-hydroxysuccinic acid. 1H NMR (400 MHz, CDCl3) δ 9.72 (dd, J=1.6, 2.2 Hz, 1H), 4.33-4.28 (m, 1H), 3.46 (dd, J=4.7, 11.1 Hz, 1H), 3.39 (dd, J=6.4, 11.1 Hz, 1H), 2.68 (dd, J=1.5, 4.7 Hz, 1H), 2.62 (dd, J=2.3, 6.8 Hz, 1H), 0.79 (s, 9H), 0.04 (s, 3H), 0.01 (s, 3H).

Sources & evidence

ORD record
ord-b1bbd95678d8433baa953c07941e4f98
Source dataset
uspto-grants-2016_05
Patent number
US09351962B2

Reaction notes

Loading…