(3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile → HCID 22856182, compound

HRID 2400037Notes

Reaction equation

HRID 2400037 reaction equation
[NH2:1][C@@H:2]1[C:7]2[CH:8]=[C:9]([C:12]#[N:13])[CH:10]=[CH:11][C:6]=2[O:5][C:4]([CH3:15])([CH3:14])[C@H:3]1[OH:16].[C:17]1([C:23]2[CH2:27][CH2:26][CH2:25][C:24]=2[C:28](O)=[O:29])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CO>[C:12]([C:9]1[CH:10]=[CH:11][C:6]2[O:5][C:4]([CH3:14])([CH3:15])[C@@H:3]([OH:16])[C@H:2]([NH:1][C:28]([C:24]3[CH2:25][CH2:26][CH2:27][C:23]=3[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[O:29])[C:7]=2[CH:8]=1)#[N:13]

Participants

4

Reactant 2

HCID 10943936(3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrileHCID 24850524156774-71-9

Product 1

HCID 22856182HCID 22856182, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared from (3S-trans)-4-amino-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (the title B compound of Example 1) and 2-phenyl-1-cyclopentenecarboxylic acid (the title C compound) by the same method as described for the compound of Example 2 to give a white powder, m.p. 156°-158° C. [α]D =+36.8° (c=0.72, MeOH).

Sources & evidence

ORD record
ord-b52f8a0974914decac62d2d06ef36c63
Source dataset
uspto-grants-1995_09
Patent number
US05453421

Reaction notes

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