HCID 86710767, compound → HCID 86710766, compound

HRID 1400714Notes

Reaction equation

HRID 1400714 reaction equation
[C:1]([O:5][C@@H:6]([C:11]1[C:42]([CH3:43])=[N:41][C:40]2=[CH:44][C:37]3=[N:38][N:39]2[C:12]=1[C:13]1[CH:47]=[C:46]2[C:16]([O:17][CH2:18][CH2:19][CH:20]2[CH2:21][CH:22]=[CH:23][CH2:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:31]=2[C:32]2[CH:45]=[C:36]3[CH:35]=[CH:34][CH:33]=2)=[CH:15][CH:14]=1)[C:7]([O:9][CH3:10])=[O:8])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C@@H:6]([C:11]1[C:42]([CH3:43])=[N:41][C:40]2=[CH:44][C:37]3=[N:38][N:39]2[C:12]=1[C:13]1[CH:47]=[C:46]2[C:16]([O:17][CH2:18][CH2:19][CH:20]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:31]=2[C:32]2[CH:45]=[C:36]3[CH:35]=[CH:34][CH:33]=2)=[CH:15][CH:14]=1)[C:7]([O:9][CH3:10])=[O:8])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 86710767HCID 86710767, compound

Product 1

HCID 86710766HCID 86710766, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of methyl (2S)-2-(tert-butoxy)-2-[4-methyl-29-oxa-5,7,8-triazaheptacyclo[24.6.2.16,9. 110,14.02,7.015,20.030,34]hexatriaconta-1(32),2,4,6(36),8,10(35),11,13,15 (20),16,18,23,30,33-tetradecaen-3-yl]acetate (0.051 g, 0.082 mmol) in MeOH (5 mL) was treated with 10 wt % Pd/C (9 mg, 0.08 mmol), then evacuated and hydrogen gas filled three times. The reaction was stirred for 16 h. The reaction mixture was filtered (0.45 nm syringe tip filter) and the filtrate solution was used directly in the following step. LCMS (M+H)=630.5.

Workup

  1. customevacuated
  2. additionhydrogen gas filled three times
  3. filtrationThe reaction mixture was filtered
  4. filtration(0.45 nm syringe tip filter)

Sources & evidence

ORD record
ord-747d88a814e9462e8c1a8b91335c77b2
Source dataset
uspto-grants-2014_12
Patent number
US08906929B2

Reaction notes

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