Triethylamine → HCID 59192608, compound

HRID 1696875Notes

Reaction equation

HRID 1696875 reaction equation
[C:1]([O:5][C:6](=[O:20])[CH2:7][O:8][C:9]1[C:18]2[CH2:17][CH2:16][CH2:15][C@@H:14]([NH2:19])[C:13]=2[CH:12]=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[CH:40]=[CH:39][C:38]([S:41](Cl)(=[O:43])=[O:42])=[CH:37][CH:36]=2)=[CH:31][CH:30]=1>>[C:1]([O:5][C:6](=[O:20])[CH2:7][O:8][C:9]1[C:18]2[CH2:17][CH2:16][CH2:15][C@@H:14]([NH:19][S:41]([C:38]3[CH:37]=[CH:36][C:35]([C:32]4[CH:33]=[CH:34][C:29]([CH3:28])=[CH:30][CH:31]=4)=[CH:40][CH:39]=3)(=[O:43])=[O:42])[C:13]=2[CH:12]=[CH:11][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 27947584'-Methyl-[1,1'-biphenyl]-4-sulphonyl chlorideHCID 59192574HCID 59192574, compound

Product 1

HCID 59192608HCID 59192608, compound

Procedure

Starting from (R)-(5-amino-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-acetic acid tert-butyl ester (28 mg, 0.1 mmol), triethylamine (0.02 mL, 0.11 mmol) and 4′-methyl-biphenyl-4-sulfonyl chloride (29 mg, 0.11 mmol), using the method analogous to the one for example 1-1, method A, 4th step, crude [(R)-5-(4′-methyl-biphenyl-4-sulfonylamino)-5,6,7,8-tetrahydro-naphthalen-1-yloxy]-acetic acid tert-butyl ester was obtained, which was used in the next step without further purification. MS cald. for C29H33NO5S 507, obsd. 508 [(M+H)+].

Sources & evidence

ORD record
ord-739f988dbeeb465fba3f92eb92604302
Source dataset
uspto-grants-2012_04
Patent number
US08163781B2

Reaction notes

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