4-(2-Tert-butoxycarbonylamino-2-methylpropoxy)benzoic acid → Pivalic acid (R)-6-{2-{[4-(2-tert-butoxycarbonylamino-2-methylpropoxy)benzoyl]ethoxycarbonylmethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

HRID 1950646Notes

Reaction equation

HRID 1950646 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][NH:7][C:8]1[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[CH:10][C:9]=1[C@@H:16]1[CH2:25][CH2:24][C:23]2[CH:22]=[C:21]([O:26][C:27](=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29])[CH:20]=[CH:19][C:18]=2[CH2:17]1)=[O:5])[CH3:2].[C:33]([O:37][C:38]([NH:40][C:41]([CH3:54])([CH3:53])[CH2:42][O:43][C:44]1[CH:52]=[CH:51][C:47]([C:48](O)=[O:49])=[CH:46][CH:45]=1)=[O:39])([CH3:36])([CH3:35])[CH3:34]>>[C:33]([O:37][C:38]([NH:40][C:41]([CH3:54])([CH3:53])[CH2:42][O:43][C:44]1[CH:52]=[CH:51][C:47]([C:48]([CH2:2][CH2:1][O:3][C:4]([CH2:6][NH:7][C:8]2[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[CH:10][C:9]=2[C@@H:16]2[CH2:25][CH2:24][C:23]3[CH:22]=[C:21]([O:26][C:27](=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29])[CH:20]=[CH:19][C:18]=3[CH2:17]2)=[O:5])=[O:49])=[CH:46][CH:45]=1)=[O:39])([CH3:36])([CH3:34])[CH3:35]

Participants

3

Reactant 2

HCID 230870754-(2-Tert-butoxycarbonylamino-2-methylpropoxy)benzoic acidHCID 57934485HCID 57934485, compound

Product 1

HCID 86605267Pivalic acid (R)-6-{2-{[4-(2-tert-butoxycarbonylamino-2-methylpropoxy)benzoyl]ethoxycarbonylmethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl esterYield 78.2%

Procedure

Synthesized from pivalic acid (R)-6-[2-(ethoxycarbonylmethylamino)-4-methoxyphenyl]-5,6,7,8-tetrahydronaphthalen-2-yl ester (1.2 g) and 4-(2-tert-butoxycarbonylamino-2-methylpropoxy)benzoic acid (1.27 g) according to an analogous synthetic method to Preparation Example 154, the title compound (1.56 g) was obtained.

Workup

  1. customaccording to an analogous synthetic method to Preparation Example 154

Sources & evidence

ORD record
ord-01b96e52e1bf45e0a763faa3b0c45ff7
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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