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t-butoxycarbonyl-2,6-dimethyl-D,L-tyrosyl-D-alanine, methyl ester → t-butoxycarbonyl-2,6-dimethyltyrosyl-D-alanylglycyl-3-cyclohexyl-N-(6-methoxy-6-oxohexyl)-L-alaninamide

HRID 746235
Notes
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Reaction equation

HRID 746235 reaction equation
Cl.[NH2:2][CH2:3][C:4]([NH:6][C@H:7]([C:15]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])=[O:16])[CH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:5].[C:27]([O:31][C:32]([NH:34][CH:35]([C:46]([NH:48][C@@H:49]([C:51](OC)=[O:52])[CH3:50])=[O:47])[CH2:36][C:37]1[C:42]([CH3:43])=[CH:41][C:40]([OH:44])=[CH:39][C:38]=1[CH3:45])=[O:33])([CH3:30])([CH3:29])[CH3:28]>>[C:27]([O:31][C:32]([NH:34][C@H:35]([C:46]([NH:48][C@@H:49]([C:51]([NH:2][CH2:3][C:4]([NH:6][C@H:7]([C:15]([NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])=[O:16])[CH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:5])=[O:52])[CH3:50])=[O:47])[CH2:36][C:37]1[C:42]([CH3:43])=[CH:41][C:40]([OH:44])=[CH:39][C:38]=1[CH3:45])=[O:33])([CH3:28])([CH3:29])[CH3:30]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 14620778t-butoxycarbonyl-2,6-dimethyl-D,L-tyrosyl-D-alanine, methyl esterHCID 131714791glycyl-3-cyclohexyl-N-(6-methoxy-6-oxohexyl)-L-alaninamide, monohydrochloride

Product 1

HCID 70403073t-butoxycarbonyl-2,6-dimethyltyrosyl-D-alanylglycyl-3-cyclohexyl-N-(6-methoxy-6-oxohexyl)-L-alaninamide

Procedure

The title compound is prepared by the method of Example 1 from the title product of Example 121 and the fast diastereomer (D) of Example 114.

Sources & evidence

ORD record
ord-5d803f59b9974aaa8783471219b4fb20
Source dataset
uspto-grants-1986_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04603121

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes