Hydrochloric Acid → HCID 59226053, compound

HRID 2370276Notes

Reaction equation

HRID 2370276 reaction equation
Cl.C([Si](C)(C)[O:7][CH:8]1[CH2:13][CH2:12][C:11]([NH:20]S(C(C)(C)C)=O)([CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:10][CH2:9]1)(C)(C)C.NC1(C2CC2)CCC(O)CC1>>[NH2:20][C:11]1([CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:12][CH2:13][CH:8]([OH:7])[CH2:9][CH2:10]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 59226030HCID 59226030, compoundHCID 59226042HCID 59226042, compound

Product 1

HCID 59226053HCID 59226053, compoundYield 79.2%

Procedure

425 mg of diastereomeric 1-amino-bicyclohexyl-4-ol (29) was synthesized as hydrochloride from 1.13 g (2.72 mmol) of 2-methyl-propane-2-sulfinic acid [4-(tert-butyl-dimethyl-silanyloxy)-bicyclohexyl-1-yl]-amide (27) following the procedure for 4-amino-4-cyclopropyl-cyclohexanol (28). Rt=0.61 min, 0.76 min (Method C). Detected mass: 198.3 (M+H+), 163.0 (M-NH3+H+).

Workup

  1. customRt=0.61 min, 0.76 min (Method C)

Sources & evidence

ORD record
ord-b8b473d1c80a4f619918b79ff51c4c8b
Source dataset
uspto-grants-2014_04
Patent number
US08710077B2

Reaction notes

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