Triethylamine → HCID 53856682, compound

HRID 1981227Notes

Reaction equation

HRID 1981227 reaction equation
ClC(OCC)=O.[C:7]([NH:10][C@H:11]([C:17]([OH:19])=O)[C@:12]([SH:16])([CH2:14][CH3:15])[CH3:13])(=[O:9])[CH3:8].C(N(CC)CC)C>ClCCl>[C:7]([NH:10][CH:11]1[C:12]([CH2:14][CH3:15])([CH3:13])[S:16][C:17]1=[O:19])(=[O:9])[CH3:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 53734408HCID 53734408, compound

Product 1

HCID 53856682HCID 53856682, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl chloroformate (0.12 ml) was added to a stirred solution of DL-N-acetyl-3-mercaptoisoleucine (0.20 g) in dichloromethane (10 ml) and triethylamine (0.28 ml) at -10° C. The solution was allowed to warm to room temperature, washed with dilute hydrochloric acid and then with sodium bicarbonate solution, dried and evaporated to give 3-acetamido-4-ethyl-4-methyl-2-thietanone as a pale oil.

Workup

  1. customat -10° C
  2. washwashed with dilute hydrochloric acid
  3. dry with materialwith sodium bicarbonate solution, dried
  4. customevaporated

Sources & evidence

ORD record
ord-5cadcc43f4df4b9181dbe90fdc6f0bb7
Source dataset
uspto-grants-1985_04
Patent number
US04513005

Reaction notes

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