HCID 10757880, compound → HCID 10825226, compound

HRID 377205Notes

Reaction equation

HRID 377205 reaction equation
I[C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[NH2:15])[CH2:5][C@H:6]1[CH2:10][O:9][C:8](=[O:11])[NH:7]1.C([Si](CC)(CC)[CH:19]([OH:30])[CH2:20][C:21]#[C:22][Si](CC)(CC)CC)C.C(NC[C@@H]1CCN(CCC2C3C(=CC=C(CS(N)(=O)=O)C=3)NC=2)C1)C1C=CC=CC=1>CS(C)=O>[O:11]=[C:8]1[NH:7][C@@H:6]([CH2:5][C:4]2[CH:3]=[C:2]3[C:14](=[CH:13][CH:12]=2)[NH:15][CH:22]=[C:21]3[CH2:20][CH2:19][OH:30])[CH2:10][O:9]1

Participants

5

Reactant 3

HCID 10757880HCID 10757880, compoundHCID 19358398HCID 19358398, compoundHCID 53644294HCID 53644294, compound

Product 1

HCID 10825226HCID 10825226, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Prepared from (S)-4-(3-iodo-4-aminobenzyl)-1,3-oxazolidin-2-one and 1,4-bis-triethylsilyl-3-butyn-1-ol as described for Intermediate 2, δ (360 MHz, D6 -DMSO) 2.74-2.91 (4H, m, 2 of CH2), 3.64 (2H, t, J=7.3Hz, CH2), 4.00-4.08 (2H, m, CH2), 4.20-4.26 (1H, m, CH), 6.92 (1H, dd, J=1.4 and 8.2Hz. Ar--H), 7.10 (1H, s, Ar--H), 7.25 (1H, d, J=8.2Hz, Ar--H), 7.36(1H, s, Ar--H), 7.75 (1H, s, NH), 10.69 (1H, s. NH).

Sources & evidence

ORD record
ord-c75ceb08516344a781e62920257997f0
Source dataset
uspto-grants-2000_02
Patent number
US06025374

Reaction notes

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