(R)-(-)-1-Aminoindan → HCID 178526446, compound

HRID 1695579Notes

Reaction equation

HRID 1695579 reaction equation
C([Si]([O:8][CH2:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[N:19]=[C:20]=S)(C)C)(C)(C)C.[NH2:22][C@H:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24]1>>[C@H:23]1([NH:22][C:20]2[O:8][CH2:9][C:10]3[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=3[N:19]=2)[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 2733933(R)-(-)-1-AminoindanHCID 46855450tert-Butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane

Product 1

HCID 178526446HCID 178526446, compoundYield 93%

Procedure

Prepared from tert-butyl-(2-isothiocyanato-5-nitro-benzyloxy)-dimethyl-silane (Example C1) (3.89 g, 12.0 mmol; HPLC: 4.446 min) and commercially available (R)-(−)-1-aminoindane (1.54 mL, 12.0 mmol; HPLC 0.4 min) according to the procedure described for Example 1. Obtained the title compound as a yellow foam (3.45 g, 93%; HPLC 1.954 min), MS (ISN) m/e=308.5 [(M−H)−].

Sources & evidence

ORD record
ord-0ede6a3e947e47ddaa02afb4c83d82d5
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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