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 1434454Notes

Reaction equation

HRID 1434454 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-7ce420ec5d0c4a2088f9ba51a09cc5d2
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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