tert-Butanol → HCID 59226070, compound

HRID 2370286Notes

Reaction equation

HRID 2370286 reaction equation
C(OC(=O)NC1([CH2:34][CH:35]([OH:38])[CH2:36][OH:37])CCC(OC2C=C3C(=CC=2Cl)C(OCC2C=CC=CC=2)=NC=C3)CC1)(C)(C)C.C(O[C:45](=[O:78])[NH:46][C:47]1(CC=C)[CH2:54][CH2:53][CH2:52][CH:51]([O:55][C:56]2[CH:57]=[C:58]3[C:63](=[CH:64][C:65]=2[Cl:66])[C:62]([O:67][CH2:68][C:69]2[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=2)=[N:61][CH:60]=[CH:59]3)[CH2:50][CH2:49][CH2:48]1)(C)(C)C.O.C[N+]1([O-])CCOCC1.[C:88]([OH:92])([CH3:91])([CH3:90])[CH3:89]>[Os](=O)(=O)(=O)=O>[C:88]([O:92][C:45](=[O:78])[NH:46][C:47]1([CH2:34][CH:35]([OH:38])[CH2:36][OH:37])[CH2:54][CH2:53][CH2:52][CH:51]([O:55][C:56]2[CH:57]=[C:58]3[C:63](=[CH:64][C:65]=2[Cl:66])[C:62]([O:67][CH2:68][C:69]2[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=2)=[N:61][CH:60]=[CH:59]3)[CH2:50][CH2:49][CH2:48]1)([CH3:91])([CH3:90])[CH3:89]

Participants

6

Reactant 4

HCID 6386tert-ButanolHCID 2724197N-Methylmorpholine N-oxide monohydrateHCID 59226047HCID 59226047, compoundHCID 59226073HCID 59226073, compound

Product 1

HCID 59226070HCID 59226070, compound

Reagents, catalysts & solvents 1

HCID 30318Osmium TetroxideCatalyst

Procedure

58 mg of [5-(1-benzyloxy-7-chloro-isoquinolin-6-yloxy)-1-(2,3-dihydroxy-propyl)-cyclooctyl]-carbamic acid tert-butyl ester (63) were synthesized using the procedure described for the synthesis of [4-(1-benzyloxy-7-chloro-isoquinolin-6-yloxy)-1-(2,3-dihydroxy-propyl)-cyclohexyl]-carbamic acid tert-butyl ester (56) starting from 90.0 mg (0.16 mmol) of [1-allyl-5-(1-benzyloxy-7-chloro-isoquinolin-6-yloxy)-cyclooctyl]-carbamic acid tert-butyl ester (58), 30.9 mg (0.23 mmol) N-methylmorpholine oxide monohydrate and 16.6 μL (1.63 μmol) of a 2.5% solution of osmium tetroxide in tert-butanol. Rt=1.58 min (Method I). Detected mass: 585.3 (M+H+).

Sources & evidence

ORD record
ord-0b8583113dee4b148711f2da75e00de9
Source dataset
uspto-grants-2014_04
Patent number
US08710077B2

Reaction notes

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