HCID 67397745, compound → HCID 67399150, compound

HRID 914390Notes

Reaction equation

HRID 914390 reaction equation
[CH2:1]([NH:8][C:9](=O)[CH2:10][C:11]1[N:12]=[C:13]([S:16][C:17]([CH3:22])([CH3:21])[C:18]([OH:20])=[O:19])[S:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]>O1CCCC1>[CH2:1]([NH:8][CH2:9][CH2:10][C:11]1[N:12]=[C:13]([S:16][C:17]([CH3:21])([CH3:22])[C:18]([OH:20])=[O:19])[S:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

3

Reactant 1

HCID 67397745HCID 67397745, compound

Product 1

HCID 67399150HCID 67399150, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 2-({4-[2-(heptylamino)-2-oxoethyl]-1,3-thiazol-2-yl}thio)-2-methylpropionic acid resin (5.2 g) synthesized in Example 461-5 in tetrahydrofuran (20 mL) was added 1 mol/L borane-tetrahydrofuran complex (18 ml), and the mixture was stirred at room temperature for 30 min, and at 50° C. for 16.5 hr. The resin was collected by filtration from the mixture, washed three times each with tetrahydrofuran and methanol, and vacuum dried to give the title pale-yellow resin (4.0 g).

Workup

  1. additionwas added 1 mol/L borane-tetrahydrofuran complex (18 ml)
  2. waitat 50° C. for 16.5 hr
  3. filtrationThe resin was collected by filtration from the mixture
  4. washwashed three times each with tetrahydrofuran and methanol, and vacuum
  5. customdried

Sources & evidence

ORD record
ord-0f262ee443b543f1823a35dc4c7106b9
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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