HCID 12986171, compound → HCID 513936, compound

HRID 987950Notes

Reaction equation

C(OC(=O)[NH:7][C@H:8]([C:22](=[O:45])[NH:23][CH2:24][CH2:25][CH2:26][C@H:27]([N:30]([S:35]([C:38]1[CH:43]=[CH:42][C:41]([NH2:44])=[CH:40][CH:39]=1)(=[O:37])=[O:36])[CH2:31][CH:32]([CH3:34])[CH3:33])[CH2:28][OH:29])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(C)(C)C.C(OC(=O)N[C@H](C(=O)NCCCC[C@H](N(S(C1C=CC(N)=CC=1)(=O)=O)CC(C)C)CO)CC1C=CC2C(=CC=CC=2)C=1)(C)(C)C>>[NH2:7][C@@H:8]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:22]([NH:23][CH2:24][CH2:25][CH2:26][C@H:27]([N:30]([S:35]([C:38]1[CH:39]=[CH:40][C:41]([NH2:44])=[CH:42][CH:43]=1)(=[O:37])=[O:36])[CH2:31][CH:32]([CH3:34])[CH3:33])[CH2:28][OH:29])=[O:45]

Participants

Reactant 2

HCID 12986171HCID 12986171, compound

HCID 59100715HCID 59100715, compound

Product 1

HCID 513936HCID 513936, compound

Procedure

The title compound was prepared from (1S,4S)-(1-{4-[(4-amino-benzenesulfonyl)-isobutyl-amino]-5-hydroxy-pentylcarbamoyl}-2-biphenyl-2-yl-ethyl)-carbamic acid tert-butyl ester as described for the acid hydrolysis of (1S,5S)-(1-{5-[(4-amino-benzenesulfonyl)-isobutyl-amino]-6-hydroxy-hexylcarbamoyl}-2-naphthalen-2-yl-ethyl)-carbamic acid tert-butyl ester (see example 49). The final product was obtained in 90% yield.

Sources & evidence

ORD record: ord-a390f202c5614f849d23a510f3eb7ae9
Source dataset: uspto-grants-2003_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06632816B1

Reaction notes

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