Trifluoroacetic acid → HCID 131720062, compound

HRID 263496Notes

Reaction equation

HRID 263496 reaction equation
[NH:1]([C:14]([O:16][CH2:17][CH:18]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24]2[C:19]1=[CH:20][CH:21]=[CH:22][CH:23]=2)=[O:15])[C@H:2]([C:11]([OH:13])=[O:12])[CH2:3][C:4](=[O:10])[O:5]C(C)(C)C.[OH:31][CH:32]1[O:48][C@H:47]([CH2:49][OH:50])[C@@H:37]([O:38][CH2:39][C:40]2[CH:46]=[CH:45][C:43]([CH3:44])=[CH:42][CH:41]=2)[C@H:35]([OH:36])[C@@H:33]1[OH:34].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:1]([C:14]([O:16][CH2:17][CH:18]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24]2[C:19]1=[CH:20][CH:21]=[CH:22][CH:23]=2)=[O:15])[C@H:2]([C:11]([OH:13])=[O:12])[CH2:3][C:4](=[O:5])[OH:10].[OH:31][CH:32]1[O:48][C@H:47]([CH2:49][OH:50])[C@@H:37]([O:38][CH2:39][C:40]2[CH:46]=[CH:45][C:43]([CH3:44])=[CH:42][CH:41]=2)[C@H:35]([OH:36])[C@@H:33]1[OH:34]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131720064HCID 131720064, compound

Product 1

HCID 131720062HCID 131720062, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of Fmoc-Asp(O-tBu)-Man(4-MBzl) (3.5 g) and 50% TFA in methylene chloride (50 mL) was stirred at room temperature for 45 min. The solvent was evaporated and the product was precipitated by the addition of ether. The solid was collected and air dried to yield a white solid (2.23 g, 70%). mp 155°-156° C.

Workup

  1. customThe solvent was evaporated
  2. customthe product was precipitated by the addition of ether
  3. customThe solid was collected
  4. customair dried

Sources & evidence

ORD record
ord-ac9956d41ef840ba878596553698acb4
Source dataset
uspto-grants-1997_07
Patent number
US05643872

Reaction notes

Loading…