Diisobutylaluminum hydride → HCID 12966958, compound

HRID 2254552Notes

Reaction equation

HRID 2254552 reaction equation
[OH:1][C@@H:2]1[CH2:9][C@H:8]2[C@H:4]([CH2:5][C:6](=[O:10])[O:7]2)[C@H:3]1/[CH:11]=[CH:12]/[C@@H:13]([O:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][O:23]1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].CC(C[AlH]CC(C)C)C>C1(C)C=CC=CC=1>[OH:10][CH:6]1[CH2:5][C@H:4]2[C@H:8]([CH2:9][C@@H:2]([OH:1])[C@@H:3]2/[CH:11]=[CH:12]/[C@@H:13]([O:21][CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][O:23]2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[O:7]1

Participants

4

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 12966957HCID 12966957, compound

Product 1

HCID 12966958HCID 12966958, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Alcohol (6) (2.00 g) was reduced in dry toluene (40 ml) using DIBAL-H at -70° C. The lactol (7) was obtained by a usual work up.

Workup

  1. customat -70° C

Sources & evidence

ORD record
ord-2142b539159d44df87eb687627f039d2
Source dataset
uspto-grants-1993_08
Patent number
US05236907

Reaction notes

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