Boc-L-methionine → HCID 11092070, compound

HRID 2306244Notes

Reaction equation

HRID 2306244 reaction equation
[Si:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=2[NH2:17])[CH:12]=[CH:13][CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Cl.NC1C2C(=CC=C(O[Si](C(C)(C)C)(C)C)C=2)C(Br)=CC=1.[C:43]([O:47][C:48]([NH:50][C@H:51]([C:56](O)=[O:57])[CH2:52][CH2:53]SC)=[O:49])([CH3:46])([CH3:45])[CH3:44].C(OC(N[C@@H](C(O)=O)CCSC)=O)(C)(C)C>>[C:43]([O:47][C:48]([NH:50][C@H:51]1[CH2:52][CH2:53][N:17]([C:16]2[C:15]([C:11]3[CH:12]=[CH:13][CH:14]=[C:9]([O:8][Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])[CH:10]=3)=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:56]1=[O:57])=[O:49])([CH3:45])([CH3:46])[CH3:44]

Participants

5

Reactant 4

HCID 89857Boc-L-methionineHCID 111051N-(tert-Butyloxycarbonyl)-D-methionineHCID 11033897HCID 11033897, compoundHCID 18433619HCID 18433619, compound

Product 1

HCID 11092070HCID 11092070, compound

Procedure

Following the procedures described in Example 24, Steps F-H, but using 2-(3-tert-butyldimethylsilyloxyphenyl)aniline rather than 1-amino-4-bromo-7-(tert-butyldimethylsilyloxy)naphthalene hydrochloride, and (S)-N-(tert-butoxycarbonyl) methionine rather than (R)-N-(tert-butoxycarbonyl)methionine, the above-titled compound was obtained.

Sources & evidence

ORD record
ord-64893beb84704bd58ff30b3a1d56b239
Source dataset
uspto-grants-2002_08
Patent number
US06441017B1

Reaction notes

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