HCID 54031873, compound → HCID 57279051, compound

HRID 1167937Notes

Reaction equation

[C:1]([O:5][C:6](=[O:19])[CH2:7][C@@H:8]([CH2:17][OH:18])[CH2:9][C@H:10]([CH3:16])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])([CH3:4])([CH3:3])[CH3:2].C(OC(=O)C[C@H](C[C@@H](C)CCCCC)C(O)=O)(C)(C)C>>[C:1]([O:5][C:6](=[O:19])[CH2:7][C@@H:8]([CH2:17][OH:18])[CH2:9][C@@H:10]([CH3:16])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])([CH3:2])([CH3:4])[CH3:3]

Participants

Reactant 2

HCID 54031873HCID 54031873, compound

HCID 57080220HCID 57080220, compound

Product 1

HCID 57279051HCID 57279051, compoundYield 76%

Procedure

A procedure similar to that used to prepare compound 158 was used except that (S)-2-((S)-2-methyl-heptyl)-succinic acid 4-tert-butyl ester 166 (5.78 g, 20.18 mmol) was used as a reactant to give 167 as an oil (4.18 g, 76%). 1H NMR (400 MHz, CDCl3) δ 3.64-3.58 (m, 1H), 3.84-3.42 (m, 1H), 2.28-2.20 (m, 1H), 2.09-2.02 (m, 1H), 1.43 (s, 9H), 1.26-1.18 (m, 8H), 1.11-1.04 (m, 2H), 0.87-0.83 (m, 6H); MS (APCI) m/z 217 (M+−55, 50%, -tBu).

Sources & evidence

ORD record: ord-c5286e6a41994966b051e8f930e7d23a
Source dataset: uspto-grants-2003_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06620829B2

Reaction notes

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