Bis(neopentyl glycolato)diboron → HCID 86704608, compound

HRID 1508544Notes

Reaction equation

HRID 1508544 reaction equation
COC1C=CC(C2CCC(=O)C2)=CC=1.COC1C=CC(C2CCC(=O)CC2)=CC=1.B1(B2OCC(C)(C)CO2)OCC(C)(C)CO1.CC1(C)C[O:51][B:50]([C:53]2[CH:54]=[C:55]([C@@H:61]3[CH2:65][CH2:64][C@H:63]([C:66]([O:68][CH3:69])=[O:67])[CH2:62]3)[CH:56]=[CH:57][C:58]=2[O:59][CH3:60])[O:49]C1>>[CH3:60][O:59][C:58]1[CH:57]=[CH:56][C:55]([C@H:61]2[CH2:65][CH2:64][C@@H:63]([C:66]([O:68][CH3:69])=[O:67])[CH2:62]2)=[CH:54][C:53]=1[B:50]([OH:49])[OH:51]

Participants

5

Reactant 4

HCID 2734316Bis(neopentyl glycolato)diboronHCID 109765814-(4-Methoxyphenyl)cyclohexanoneHCID 140909103-(4-Methoxyphenyl)cyclopentan-1-one2×HCID 86704609HCID 86704609, compound

Product 1

HCID 86704608HCID 86704608, compound

Procedure

The title compound was synthesized from 3-(4-methoxyphenyl)cyclopentanone (INTERMEDIATE 75, Step B) and commercially available starting materials using an analogous method to that described for INTERMEDIATE 7. Bis(neopentyl glycolato)diboron was used instead of BISPIN to afford a mixture of the titled compound and methyl (1S,3R)-3-[3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-4-methoxyphenyl]cyclopentanecarboxylate. The mixture was used without further purification.

Workup

  1. customto afford
  2. customThe mixture was used without further purification

Sources & evidence

ORD record
ord-1fc2d19e43c2436d861550b7ab2c5426
Source dataset
uspto-grants-2015_12
Patent number
US09221834B2

Reaction notes

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