Triethylamine → HCID 178510733, compound

HRID 1005343Notes

Reaction equation

HRID 1005343 reaction equation
C[O:2][C:3]([C:5]([C@H:24]1[CH2:27][C@@H:26]([C:28]([O:30]C)=[O:29])[CH2:25]1)([CH2:9][C:10]1[C:11]2[C:16]([CH:17]=[C:18]3[C:23]=1[CH:22]=[CH:21][CH:20]=[CH:19]3)=[CH:15][CH:14]=[CH:13][CH:12]=2)C(O)=O)=[O:4].C([N:34](CC)CC)C.C1C=CC(OP(OC2C=CC=CC=2)(N=[N+]=[N-])=O)=CC=1>C1(C)C=CC=CC=1>[NH2:34][C:5]([C@H:24]1[CH2:27][C@@H:26]([C:28]([OH:30])=[O:29])[CH2:25]1)([CH2:9][C:10]1[C:11]2[C:16]([CH:17]=[C:18]3[C:23]=1[CH:22]=[CH:21][CH:20]=[CH:19]3)=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:3]([OH:2])=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 123414Diphenylphosphoryl azideHCID 178499655HCID 178499655, compound

Product 1

HCID 178510733HCID 178510733, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of cis-2-methoxycarbonyl-2-(3-methoxycarbonylcyclobutyl)-3-(9-anthracenyl)propanoic acid (0.15 g, 0.36 mmol), dry triethylamine (37 mg, 0.37 mmol) and diphenylphosphonic azide (103 mg, 0.37 mmol) in dry toluene (5 ml) was heated with stirring at 100° C. under a nitrogen atmosphere for 5 hours. Work up and chromatography eluting with hexane-diethyl ether (17:8) as described in Example 16 (v) gave the title compound as a white solid.

Workup

  1. temperaturewas heated
  2. washWork up and chromatography eluting with hexane-diethyl ether (17:8)

Sources & evidence

ORD record
ord-bdeeaecbb86c4ffbb19af2426141239f
Source dataset
uspto-grants-2000_04
Patent number
US06054448

Reaction notes

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