L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]- → HCID 13502029, compound

HRID 1980470Notes

Reaction equation

HRID 1980470 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:17]([OH:19])=O)[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.Cl.[NH2:22][C@@H:23]([C:28]([NH:30][CH2:31][C:32]([NH:34][C@H:35]([C:43]([NH:45][CH:46]1[CH:53]2[CH2:54][CH:49]3[CH2:50][CH:51]([CH2:55][CH:47]1[CH2:48]3)[CH2:52]2)=[O:44])[CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)=[O:33])=[O:29])[CH2:24][CH2:25][S:26][CH3:27]>ClCCl>[C:1]([O:5][C:6]([NH:8][C@H:9]([C:17]([NH:22][C@@H:23]([C:28]([NH:30][CH2:31][C:32]([NH:34][C@H:35]([C:43]([NH:45][CH:46]1[CH:53]2[CH2:54][CH:49]3[CH2:50][CH:51]([CH2:55][CH:47]1[CH2:48]3)[CH2:52]2)=[O:44])[CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)=[O:33])=[O:29])[CH2:24][CH2:25][S:26][CH3:27])=[O:19])[CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 77857L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-HCID 70480455HCID 70480455, compound

Product 1

HCID 13502029HCID 13502029, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by the general method of Example 1 using t-butoxycarbonyl-L-phenylalanine (2.3 g, 8.6 mmole) and the title product of Example 6 (4.5 g, 8.6 mmole) in 50 ml of dichloromethane stirred with 5A molecular sieves. The crude product was purified by column chromatography on silica gel, giving 4.7 g of analytically pure title compound.

Workup

  1. customThe crude product was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-34056d7c8dcd43dbbefb6bbbdd577a45
Source dataset
uspto-grants-1985_04
Patent number
US04510085

Reaction notes

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