Benzyl Alcohol → HCID 58922290, compound

HRID 1034575Notes

Reaction equation

HRID 1034575 reaction equation
[CH2:1]([O:8][C:9]([CH2:11][C:12]1[C:13](=[O:21])[CH2:14][C@@H:15]([O:17]C(=O)C)[CH:16]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)C1C=CC=CC=1.C(OC(CC1C(=O)C[C@@H](OC(=O)C)C=1)=O)C>C(O)C>[CH2:1]([O:8][C:9]([CH2:11][C:12]1[C:13](=[O:21])[CH2:14][C@@H:15]([OH:17])[CH:16]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 16656795HCID 16656795, compoundHCID 25016431HCID 25016431, compound

Product 1

HCID 58922290HCID 58922290, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Example 34: Example 34 was conducted according the procedure of Example 32 except that the starting material was (R)-2-benzoxycarbonylmethyl-4-acetyloxy-2-cyclopenten-1-one (4 g, 97% e.e.) and benzyl alcohol were used instead of (R)-2-ethoxycarbonylmethyl-4-acetoxy-2-cyclopenten-1-one and ethanol. The titled compound was obtained with high optical purity (3.4 g, 99% e.e.).

Sources & evidence

ORD record
ord-f658e7d46e484d3baf7ff1bac8d4308c
Source dataset
uspto-grants-2013_10
Patent number
US08546114B2

Reaction notes

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