Benzylamine → HCID 69529197, compound

HRID 1796414Notes

Reaction equation

HRID 1796414 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][C:13]([O:19][CH2:20][C:21](O)=[O:22])=[CH:14][CH:15]=2)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:24]([NH2:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(N(CC)CC)C>CN(C=O)C>[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][C:13]([O:19][CH2:20][C:21]([NH:31][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[O:22])=[CH:14][CH:15]=2)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 7504BenzylamineHCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 69529788HCID 69529788, compound

Product 1

HCID 69529197HCID 69529197, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.26 g (7 mmole) of (2S)-2-tert-butoxycarbonylamino-7-hydroxycarbonylmethoxy-tetralin were mixed with 80 ml of DMF and 0.749 g (7 mmole) of benzylamine, 3.1 g of BOP and 1.47 ml (10.5 mmole) of triethylamine were added. The mixture was stirred at ambient temperature for 6 hours then left to stand overnight without stirring. The solvent was evaporated off; the residue was taken up in ethyl acetate and washed with a 5% sodium bicarbonate solution. The organic phase was dried and the solvent was evaporated off under reduced pressure. The compound of the heading was obtained.

Workup

  1. additionwere added
  2. waitthen left
  3. waitto stand overnight
  4. stirringwithout stirring
  5. customThe solvent was evaporated off
  6. washwashed with a 5% sodium bicarbonate solution
  7. customThe organic phase was dried
  8. customthe solvent was evaporated off under reduced pressure
  9. customThe compound of the heading was obtained

Sources & evidence

ORD record
ord-c54e78c450ed498a979f4671dba730f9
Source dataset
uspto-grants-2006_04
Patent number
US07030160B2

Reaction notes

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