(1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protected → HCID 89484469, compound

HRID 2283689Notes

Reaction equation

HRID 2283689 reaction equation
[NH2:1][C@H:2]1[CH2:7]CC[CH2:4][C@H:3]1[NH:8][C:9]1[N:10]=[N:11][C:12]([C:28]([NH2:30])=[O:29])=[C:13]([NH:15][C:16]2[CH:24]=[CH:23][CH:22]=[C:21]3[C:17]=2[CH:18]=[CH:19][N:20]3[CH:25]([CH3:27])[CH3:26])[N:14]=1.[C:31]([O:35]C(=O)N[C@H]([C@H](N)C)COC)(C)(C)C.C(OC(=O)N[C@H]1CCCC[C@H]1N)(C)(C)C>>[NH2:1][C@@H:2]([CH2:7][O:35][CH3:31])[C@H:3]([NH:8][C:9]1[N:10]=[N:11][C:12]([C:28]([NH2:30])=[O:29])=[C:13]([NH:15][C:16]2[CH:24]=[CH:23][CH:22]=[C:21]3[C:17]=2[CH:18]=[CH:19][N:20]3[CH:25]([CH3:26])[CH3:27])[N:14]=1)[CH3:4]

Participants

4

Reactant 3

HCID 1514389(1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protectedHCID 90309017HCID 90309017, compoundHCID 131733528HCID 131733528, compound

Product 1

HCID 89484469HCID 89484469, compound

Procedure

In accordance with Example 3 (Steps 1 to 4), 1-isopropyl-1H-indol-4-amine obtained in Example 45 was used instead of 1-methyl-1H-indol-4-amine, and tert-butyl((2R,3R)-3-amino-1-methoxybutan-2-yl)carbamate obtained in the above-described Step 1 was used instead of tert-butyl((1S,2R)-2-aminocyclohexyl)carbamate to obtain the titled compound as a light yellow solid.

Workup

  1. customobtained in the above-described Step 1

Sources & evidence

ORD record
ord-ec1a86a0ee6e479b885d1591735045b4
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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