Triethylamine → HCID 54498521, compound

HRID 2397519Notes

Reaction equation

HRID 2397519 reaction equation
ClCl.[C:3]([O:7][C:8]([NH:10][C@H:11]([C:22]([OH:24])=[O:23])[C@@H:12]([CH3:21])[O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:9])([CH3:6])(C)C.[CH2:25](N(CC)CC)[CH3:26]>C(O)C>[CH2:3]([O:7][C:8]([NH:10][C@H:11]([C:22]([OH:24])=[O:23])[C@@H:12]([CH3:21])[O:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:9])[CH2:6][CH2:25][CH3:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24526ChlorineHCID 1549483L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-

Product 1

HCID 54498521HCID 54498521, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A mixture of 20 g. of chloromethylated polystyrene resin having 1.16 mmole of chlorine per gram, and 8 g. of Nα-t-butoxycarbonyl-O-benzyl-L-threonine in 500 ml. of ethanol is treated with 2.6 g. of triethylamine and refluxed for three days in excess ethanol. The resin is separated by filtration, washed with ethanol, water, methanol, dichloromethane and ether, successively, and then dried overnight at 40° C. giving the Nα-butoxycarbonyl-O-benzyl-L-threonine resin.

Workup

  1. additionA mixture of 20 g
  2. customThe resin is separated by filtration
  3. washwashed with ethanol, water, methanol, dichloromethane and ether
  4. customsuccessively, and then dried overnight at 40° C.

Sources & evidence

ORD record
ord-a1cf1b7cf6984e1fa9c85b8914c8ddd4
Source dataset
uspto-grants-1977_05
Patent number
US04022760

Reaction notes

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