Fmoc-Gly-OH → HCID 131730075, compound

HRID 1748848Notes

Reaction equation

HRID 1748848 reaction equation
CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[NH:23]([C:28]([O:30][CH2:31][CH:32]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[C:38]2[C:33]1=[CH:34][CH:35]=[CH:36][CH:37]=2)=[O:29])[CH2:24][C:25]([OH:27])=[O:26].[NH:45]([C:50]([O:52][CH2:53][CH:54]=[CH2:55])=[O:51])[CH2:46][C:47]([OH:49])=[O:48]>>[NH:23]([C:28]([O:30][CH2:31][CH:32]1[C:33]2[C:38](=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:39]2[C:44]1=[CH:43][CH:42]=[CH:41][CH:40]=2)=[O:29])[CH2:24][C:25]([OH:27])=[O:26].[NH:45]([C:50]([O:52][CH2:53][CH:54]=[CH2:55])=[O:51])[CH2:46][C:47]([OH:49])=[O:48]

Participants

4

Reactant 3

HCID 93124Fmoc-Gly-OHHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate2×HCID 11964402N-[(allyloxy)carbonyl]glycine

Product 1

HCID 131730075HCID 131730075, compound

Procedure

PEGA 1900 beads (300-500 μm, 0.24 mmol NH2/g) (4 g, 0.96 mmol˜1 eq)) were treated with a 1:1 TBTU coupling mixture of FmocGlyOH (2 eq) and AllocGlyOH (2 eq), NEM (17 eq) and TBTU (3.8 eq). Coupling time was 3.5 h. Beads were washed 10× with DMF.

Workup

  1. washBeads were washed 10× with DMF

Sources & evidence

ORD record
ord-9fcca8ba7b944856b0d47dec00da27b0
Source dataset
uspto-grants-2015_10
Patent number
US09150899B2

Reaction notes

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