Sodium Methoxide → HCID 178463185, compound

HRID 16624Notes

Reaction equation

HRID 16624 reaction equation
C([O:4][C@@H:5]1[C@H:9]([O:10]C(=O)C)[C@@H:8]([C:14]2[N:15]=[N:16][N:17]([CH2:19][CH3:20])[N:18]=2)[O:7][C@H:6]1[N:21]1[CH:29]=[N:28][C:27]2[C:22]1=[N:23][C:24]([NH:76][CH2:77][CH2:78][C:79]1[N:80]=[CH:81][N:82]([CH3:84])[CH:83]=1)=[N:25][C:26]=2[NH:30][C@H:31]1[CH2:36][CH2:35][C@H:34]([NH:37][C:38]2[N:46]=[C:45]([NH:47][CH2:48][CH2:49][C:50]3[N:51]=[CH:52][N:53]([CH3:55])[CH:54]=3)[N:44]=[C:43]3[C:39]=2[N:40]=[CH:41][N:42]3[C@H:56]2[C@H:60]([O:61]C(=O)C)[C@H:59]([O:65]C(=O)C)[C@@H:58]([C:69]3[N:70]=[N:71][N:72]([CH2:74][CH3:75])[N:73]=3)[O:57]2)[CH2:33][CH2:32]1)(=O)C.C[O-].[Na+]>CO>[C@H:34]1([NH:37][C:38]2[N:46]=[C:45]([NH:47][CH2:48][CH2:49][C:50]3[N:51]=[CH:52][N:53]([CH3:55])[CH:54]=3)[N:44]=[C:43]3[C:39]=2[N:40]=[CH:41][N:42]3[C@H:56]2[C@H:60]([OH:61])[C@H:59]([OH:65])[C@@H:58]([C:69]3[N:70]=[N:71][N:72]([CH2:74][CH3:75])[N:73]=3)[O:57]2)[CH2:33][CH2:32][C@H:31]([NH:30][C:26]2[N:25]=[C:24]([NH:76][CH2:77][CH2:78][C:79]3[N:80]=[CH:81][N:82]([CH3:84])[CH:83]=3)[N:23]=[C:22]3[C:27]=2[N:28]=[CH:29][N:21]3[C@H:6]2[C@H:5]([OH:4])[C@H:9]([OH:10])[C@@H:8]([C:14]3[N:15]=[N:16][N:17]([CH2:19][CH3:20])[N:18]=3)[O:7]2)[CH2:36][CH2:35]1

Participants

4

Reactant 2

HCID 10942334Sodium Methoxide2×HCID 178463184HCID 178463184, compound

Product 1

HCID 178463185HCID 178463185, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of Stage 3 (28.6 g; assume 24.7 mmol) in methanol (515 ml) was treated with sodium methoxide (0.44 g, 8.13 mmol) for 90 minutes before being treated with a further portion of sodium methoxide (0.44 g, 8.13 mmol). After 30 minutes Dowex 50 [H+] was added to neutralise the solution. The resin was filtered off and the filtrate was evaporated to leave the title Compound as a foam (24 g).

Workup

  1. additionAfter 30 minutes Dowex 50 [H+] was added
  2. filtrationThe resin was filtered off
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-f51fbbafbca743e880e1d200adcdec08
Source dataset
uspto-grants-2010_06
Patent number
US07737126B2

Reaction notes

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