Boc-Asp(O-cHex) Man(4-MBzl) → Asp(O-cHex) Man(4-MBzl)

HRID 263498

Reaktionsgleichung

Reaktionsgleichung von HRID 263498
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][C:4](=[O:12])[O:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[OH:23][CH:24]1[O:40][C@H:39]([CH2:41][OH:42])[C@@H:29]([O:30][CH2:31][C:32]2[CH:38]=[CH:37][C:35]([CH3:36])=[CH:34][CH:33]=2)[C@H:27]([OH:28])[C@@H:25]1[OH:26]>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:1][C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][C:4](=[O:12])[O:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[OH:23][CH:24]1[O:40][C@H:39]([CH2:41][OH:42])[C@@H:29]([O:30][CH2:31][C:32]2[CH:38]=[CH:37][C:35]([CH3:36])=[CH:34][CH:33]=2)[C@H:27]([OH:28])[C@@H:25]1[OH:26]

Komponenten

3

Edukt 1

HCID 131720065Boc-Asp(O-cHex) Man(4-MBzl)

Produkt 1

HCID 131720066Asp(O-cHex) Man(4-MBzl)Ausbeute 107,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21863450Trifluoroacetic acid methylene chlorideLösungsmittel

Versuchsvorschrift

Boc-Asp(O-cHex)-Man(4-MBzl) (52 g) was treated with 50% TFA/methylene chloride (400 mL) for 45 min at room temperature. The solvent was evaporated and chased several times with methylene chloride to eliminate traces of TFA. The product precipitated as its TFA salt upon addition of ether. The solid was collected and air dried to yield a white solid (46.7 g, 88%).

Aufarbeitung

  1. customThe solvent was evaporated
  2. customThe product precipitated as its TFA salt upon addition of ether
  3. customThe solid was collected
  4. customair dried

Quellen und Nachweise

ORD-Eintrag
ord-ce3cf141d3b541f7b31680b4023b0da8
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05643872

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