HCID 961283, compound → HCID 15338901, compound

HRID 1637221Notes

Reaction equation

HRID 1637221 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][C@H:12]([C:31](O)=[O:32])[NH:13][C:14]([O:16][CH2:17][CH:18]1[C:30]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[C:24]2[C:19]1=[CH:20][CH:21]=[CH:22][CH:23]=2)=[O:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:34][NH:35][CH2:36][C:37]1[CH:42]=[CH:41][C:40]([O:43][CH2:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)=[CH:39][CH:38]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][C@H:12]([C:31]([N:35]([CH3:34])[CH2:36][C:37]1[CH:42]=[CH:41][C:40]([O:43][CH2:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)=[CH:39][CH:38]=1)=[O:32])[NH:13][C:14]([O:16][CH2:17][CH:18]1[C:30]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[C:24]2[C:19]1=[CH:20][CH:21]=[CH:22][CH:23]=2)=[O:15])=[O:7])([CH3:2])([CH3:4])[CH3:3]

Participants

4

Reactant 3

HCID 961283HCID 961283, compoundHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 13996154N~5~-(tert-Butoxycarbonyl)-N~2~-{[(9H-fluoren-9-yl)methoxy]carbonyl}-D-ornithine

Product 1

HCID 15338901HCID 15338901, compound

Procedure

Prepared analogously to Example 33b) from (R)-N5 -(tert.-butoxy-carbonyl)-N2 -(9-fluorenylmethoxycarbonyl)-ornithine and N-methyl-4-(phenylmethoxy)benzenemethanamine in the presence of TBTU in a quantitative yield. Colourless, highly viscous oil, which was used in the following step without further purification.

Workup

  1. customColourless, highly viscous oil, which was used in the following step without further purification

Sources & evidence

ORD record
ord-75514df933144c8fb751448c4c3521a5
Source dataset
uspto-grants-2000_03
Patent number
US06040289

Reaction notes

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