N-Ethylpiperidine → HCID 13750004, compound

HRID 1583726Notes

Reaction equation

HRID 1583726 reaction equation
C(O[C:4](Cl)([CH2:6][CH3:7])C)=O.[CH2:9]([O:16][C:17]([NH:19][C@H:20]([C:22]([OH:24])=O)[CH3:21])=[O:18])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH2:25]([N:27]1CCCCC1)C>C(Cl)Cl>[CH2:25]([NH:27][C:22](=[O:24])[C@H:20]([CH3:21])[NH:19][C:17]([O:16][CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)=[O:18])[CH:6]([CH3:4])[CH3:7]

Participants

5

Reactant 3

HCID 13007N-EthylpiperidineHCID 736104N-carbobenzyloxyalanineHCID 131714433HCID 131714433, compound

Product 1

HCID 13750004HCID 13750004, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

14 ml of chloro-sec. butyl formate added at -10 degrees C. to a solution of 23 grams of benzyloxycarbonyl alanine in 200 ml of methylene chloride and 14 ml of N-ethyl piperidine, 20.7 g of a product having a melting point of 109 to 111 degrees C. was obtained by the procedure described in Example 1 by crystallization from 60 ml of ethyl acetate and 200 ml of petroleum ether [α]D20 8.7 degrees (c 0.3; dimethylformamide).

Workup

  1. customwas obtained by the procedure
  2. customdescribed in Example 1 by crystallization from 60 ml of ethyl acetate and 200 ml of petroleum ether [α]D20 8.7 degrees (c 0.3; dimethylformamide)

Sources & evidence

ORD record
ord-d843857b3ff44f0686875856d8546bbb
Source dataset
uspto-grants-1985_11
Patent number
US04554100

Reaction notes

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