Water → HCID 9890423, compound

HRID 1017192Notes

Reaction equation

HRID 1017192 reaction equation
[OH:1][C:2]1[CH:19]=[CH:18][C:17]2[C@@H:16]3[C@H:7]([C@H:8]4[C@@:12]([CH2:14][C@@H:15]3[C:20]3[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][N:29]5[CH2:33][CH2:32][CH2:31][CH2:30]5)=[CH:22][CH:21]=3)([CH3:13])[C:11](=[O:34])[CH2:10][CH2:9]4)[CH2:6][CH2:5][C:4]=2[CH:3]=1.[Na].O>CO>[N:29]1([CH2:28][CH2:27][CH2:26][C:23]2[CH:24]=[CH:25][C:20]([C@H:15]3[CH2:14][C@@:12]4([CH3:13])[C@@H:8]([CH2:9][CH2:10][C@@H:11]4[OH:34])[C@H:7]4[C@H:16]3[C:17]3[CH:18]=[CH:19][C:2]([OH:1])=[CH:3][C:4]=3[CH2:5][CH2:6]4)=[CH:21][CH:22]=2)[CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

5

Reactant 3

HCID 962WaterHCID 5360545SodiumHCID 22896173HCID 22896173, compound

Product 1

HCID 9890423HCID 9890423, compoundYield 69.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 310 mg of the product obtained in example 2 in 3 ml of methanol, 54 mg of sodium borohydrure at 97% is added at 0-5° C., stirred for 1 hour at this temperature, salt water is added, it is drawn off, washed, dried and evaporated under reduced pressure until 320 mg of raw product is obtained that is purified by chromatography by eluting with the compound CH2Cl2/MeOH/NH4OH 90/10/1. 217 mg of pure expected product is obtained.

Workup

  1. additionis added
  2. washwashed
  3. customdried
  4. customevaporated under reduced pressure until 320 mg of raw product
  5. customis obtained
  6. customthat is purified by chromatography
  7. washby eluting with the compound CH2Cl2/MeOH/NH4OH 90/10/1

Sources & evidence

ORD record
ord-8757267d7c80458e8b6fd86e30b9c6cb
Source dataset
uspto-grants-2002_11
Patent number
US06479476B1

Reaction notes

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