Hydrochloric Acid → HCID 69413507, compound

HRID 1783225Notes

Reaction equation

HRID 1783225 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:37]=[C:38]([C:40]([N:42]([CH2:46][CH2:47][CH3:48])[CH2:43][CH2:44][CH3:45])=[O:41])[CH:39]=1)[C:6]([NH:8][C@@H:9]([CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C@H:10]([OH:29])[CH2:11][N:12]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([O:27][CH3:28])[CH:22]=1)C(=O)OC(C)(C)C)=[O:7])#[N:2].[Cl:49]CCl.Cl>CO>[ClH:49].[CH2:30]([C@H:9]([NH:8][C:6](=[O:7])[C:5]1[CH:4]=[C:3]([C:1]#[N:2])[CH:39]=[C:38]([C:40]([N:42]([CH2:43][CH2:44][CH3:45])[CH2:46][CH2:47][CH3:48])=[O:41])[CH:37]=1)[C@H:10]([OH:29])[CH2:11][NH:12][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([O:27][CH3:28])[CH:22]=1)[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 86585855HCID 86585855, compound

Product 1

HCID 69413507HCID 69413507, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of tert-butyl (2R,3S)-3-({3-cyano-5-[(dipropylamino)carbonyl]benzoyl}amino)-2-hydroxy-4-phenylbutyl(3-methoxybenzyl)carbamate (XXXVI, EXAMPLE 585, 0.080 g, 0.122 mmol), dichloromethane (1 mL), and methanol saturated with hydrochloric acid (1 mL) is stirred for 8 hours, after which time the solvents are removed under reduced pressure. A few drops of methanol, followed by ether, gives the title compound, MS (ESI+) for C33H40N4O4 m/z (M+H)+=557.5

Workup

  1. customafter which time the solvents are removed under reduced pressure

Sources & evidence

ORD record
ord-dd1c8afcc5204909840a2902caba583c
Source dataset
uspto-grants-2009_03
Patent number
US07498436B2

Reaction notes

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