HCID 70565405, compound → HCID 86737616, compound

HRID 127839Notes

Reaction equation

HRID 127839 reaction equation
[ClH:1].Cl.[C:3]1([O:13][C:14](=[O:37])[C@H:15]([CH2:32][CH2:33][CH2:34][CH2:35][NH2:36])[NH:16]C(=O)[C@H](CC(C)C)NC(=O)[C@@H](C(C)C)N)[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1>Cl.O1CCOCC1>[ClH:1].[C:3]1([O:13][C:14](=[O:37])[C@H:15]([CH2:32][CH2:33][CH2:34][CH2:35][NH:36][C:14]([O:13][CH2:3][C:12]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)=[O:37])[NH2:16])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 70565405HCID 70565405, compound

Product 1

HCID 86737616HCID 86737616, compoundYield 209.8%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

In 25 g of hydrochloric acid-dioxane solution (110 mg HCl/g) was dissolved 13.2 g of the above ester, and the solution was stirred at room temperature for 1.5 hrs. The reaction mixture was evaporated under reduced pressure to dryness, and anhydrous diethyl ether was added to the residue. The resulting mixture was allowed to stand for 24 hrs, and the colorless powders thus precipitated were collected to obtain 11.0 g (yield 95%) of Nε -benzyloxycarbonyl-L-lysine 1-naphthyl ester hydrochloride, m.p. 80°-82° C.

Workup

  1. customThe reaction mixture was evaporated under reduced pressure to dryness, and anhydrous diethyl ether
  2. additionwas added to the residue
  3. waitto stand for 24 hrs
  4. customthe colorless powders thus precipitated
  5. customwere collected

Sources & evidence

ORD record
ord-3628eac2c7bb412ea1ea13b7a116f05a
Source dataset
uspto-grants-1981_03
Patent number
US04257940

Reaction notes

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