Water → HCID 131717179, compound

HRID 1534893Notes

Reaction equation

HRID 1534893 reaction equation
O.[NH2:2][C@H:3]([C:14]([NH:16][C@H:17]([C:20]([NH:22][C@H:23]([C:32]([OH:34])=[O:33])[CH2:24][C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=1)=[O:21])[CH2:18][OH:19])=[O:15])[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]=1.CC(O)=O.C([O-])(O)=O.[Na+].C1C(=O)N([O:51][C:52]([O:54][CH2:55][CH:56]2[C:68]3[C:63](=[CH:64][CH:65]=[CH:66][CH:67]=3)[C:62]3[C:57]2=[CH:58][CH:59]=[CH:60][CH:61]=3)=O)C(=O)C1>O1CCOCC1>[NH:2]([C:52]([O:54][CH2:55][CH:56]1[C:57]2[C:62](=[CH:61][CH:60]=[CH:59][CH:58]=2)[C:63]2[C:68]1=[CH:67][CH:66]=[CH:65][CH:64]=2)=[O:51])[C@H:3]([C:14]([NH:16][C@H:17]([C:20]([NH:22][C@H:23]([C:32]([OH:34])=[O:33])[CH2:24][C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=1)=[O:21])[CH2:18][OH:19])=[O:15])[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 134122N-(9-Fluorenylmethoxycarbonyloxy)succinimideHCID 516892Sodium BicarbonateHCID 131717180HCID 131717180, compound

Product 1

HCID 131717179HCID 131717179, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a mixture of 50 ml of water and 50 ml of dioxane, 19.96 g (38.8 mmol) of H-Trp-Ser-Tyr-OH acetate, 6.52 g (77.6 mmol) of NaHCO3 and 14.2 g (42 mmol) of Fmoc-OnSu are added successively. After allowing to stand for 4 hours at room temperature, insoluble material is filtered off and discarded next day. The filtrate is concentrated. The residue is triturated with petroleum ether, filtered off with suction and dried.

Workup

  1. additionare added successively
  2. filtrationinsoluble material is filtered off
  3. waitdiscarded next day
  4. concentrationThe filtrate is concentrated
  5. customThe residue is triturated with petroleum ether
  6. filtrationfiltered off with suction
  7. customdried

Sources & evidence

ORD record
ord-2e4c4845038b40cab8e40fba104e5e4d
Source dataset
uspto-grants-1992_02
Patent number
US05091367

Reaction notes

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