Methanol → HCID 131711889, compound

HRID 27811Notes

Reaction equation

HRID 27811 reaction equation
C(Cl)(Cl)[Cl:2].CO.N[C@H](C([NH:18][C@H:19]([C:27]([NH:29][C@H:30]([C:34]([NH:36][C@H:37]([C:45]([O:47][CH3:48])=[O:46])[CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)=[O:35])[CH:31]([CH3:33])[CH3:32])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=O)CC1C=CC=CC=1>CC(O)=O>[NH2:18][C@H:19]([C:27]([NH:29][C@H:30]([C:34]([NH:36][C@H:37]([C:45]([O:47][CH3:48])=[O:46])[CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)=[O:35])[CH:31]([CH3:33])[CH3:32])=[O:28])[CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1.[ClH:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 6212ChloroformHCID 131711891HCID 131711891, compound

Product 1

HCID 131711889HCID 131711889, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Compound (iii) (6.87 g) was BOC-deprotected in 2 N HCl in EtAc (100 ml) for 2 hours at room temperature when a white solid precipitated (5.84 g) representing 97% yield of product. M.P. 243°-245° (decomposition). T.L.C. in 9:1 CHCl3 :MeOH (I2 stain) shows one spot at Rf 0.59. [α]D25 =8.8° (C=1, AcOH). (v) BOC.PhePheValPheOMe

Sources & evidence

ORD record
ord-2316d6d454b44ec99431c8f4b742d911
Source dataset
uspto-grants-1980_09
Patent number
US04223016

Reaction notes

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