(3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile → HCID 88437089, compound

HRID 2400039Notes

Reaction equation

HRID 2400039 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]([C:19]1[CH:20]=[C:21]([N:25]2[C:29]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)([C:30](O)=[O:31])[CH:28]=[N:27][NH:26]2)[CH:22]=[CH:23][CH:24]=1)#[CH:18]>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:30]([C:29]3([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[N:25]([C:21]4[CH:22]=[CH:23][CH:24]=[C:19]([C:17]#[CH:18])[CH:20]=4)[NH:26][N:27]=[CH:28]3)=[O:31])[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 19382137HCID 19382137, compound

Product 1

HCID 88437089HCID 88437089, 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 1-(3-ethynylphenyl)-5-phenyl-1,2,3-triazole-5-carboylic acid by the same method as described for the title compound of Example 2 to afford a white solid, m.p. 115°-125° C. (softens at 81° C.). [α]D =-110.1° (c=0.69, MeOH).

Workup

  1. customto afford a white solid, m.p. 115°-125° C. (softens at 81° C.)

Sources & evidence

ORD record
ord-4fb4c73d46114d8ca285b04f285fa78c
Source dataset
uspto-grants-1995_09
Patent number
US05453421

Reaction notes

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