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 2424217Notes

Reaction equation

HRID 2424217 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-5beee95e5a744cfb9f5567bc71c3a6e7
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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