HCID 12799294, compound → HCID 70569097, compound

HRID 1680585Notes

Reaction equation

HRID 1680585 reaction equation
C(NC(C(N[C@@H](C(O)=O)CCSC)=O)CC1C(C)=CC(O)=CC=1C)(OC(C)(C)C)=O.[ClH:31].NCC(N[C@H](C(C1C2(N)CC3CC(CC1(C(OC)=O)C3)C2)=O)CC1C=CC=CC=1)=O.Cl.N[C@@H](C(OC)=O)CCSC.C([NH:80][CH:81]([C:92]([NH:94][C@@H:95]([C:100]([NH:102][CH2:103][C:104]([NH:106][C@H:107]([C:115]([CH:117]1[C:124]2([NH2:126])[CH2:125][CH:120]3[CH2:121][CH:122]([CH2:127][C:118]1([C:128]([O:130][CH3:131])=[O:129])[CH2:119]3)[CH2:123]2)=[O:116])[CH2:108][C:109]1[CH:114]=[CH:113][CH:112]=[CH:111][CH:110]=1)=[O:105])=[O:101])[CH2:96][CH2:97][S:98][CH3:99])=[O:93])[CH2:82][C:83]1[C:88]([CH3:89])=[CH:87][C:86]([OH:90])=[CH:85][C:84]=1[CH3:91])(OC(C)(C)C)=O.C(NCC(N[C@H](C(C1C2(N)CC3CC(CC1(C(OC)=O)C3)C2)=O)CC1C=CC=CC=1)=O)(OC(C)(C)C)=O>>[ClH:31].[CH3:91][C:84]1[CH:85]=[C:86]([OH:90])[CH:87]=[C:88]([CH3:89])[C:83]=1[CH2:82][CH:81]([C:92]([NH:94][C@@H:95]([C:100]([NH:102][CH2:103][C:104]([NH:106][C@H:107]([C:115]([CH:117]1[C:124]2([NH2:126])[CH2:123][CH:122]3[CH2:121][CH:120]([CH2:119][C:118]1([C:128]([O:130][CH3:131])=[O:129])[CH2:127]3)[CH2:125]2)=[O:116])[CH2:108][C:109]1[CH:114]=[CH:113][CH:112]=[CH:111][CH:110]=1)=[O:105])=[O:101])[CH2:96][CH2:97][S:98][CH3:99])=[O:93])[NH2:80]

Participants

6

Reactant 5

HCID 12799294HCID 12799294, compoundHCID 12888616Methyl D-methioninate--hydrogen chloride (1/1)HCID 70565203HCID 70565203, compoundHCID 70565612HCID 70565612, compoundHCID 70567625HCID 70567625, compound

Product 1

HCID 70569097HCID 70569097, compound

Procedure

Substitution of equivalent quantities of Boc-2,6-dimethyl-DL-tyrosyl-D-methionine and methyl glycyl-L-phenylalanyl-3-amino-1-adamantanecarboxylate hydrochloride for the Boc-2,6-diemthyl-DL-tyrosine and methyl D-methioninate hydrochloride respectively of Example 35 and substantial repetition of the procedures described therein affords methyl Boc-2,6-dimethyl-DL-tyrosyl-D-methionyl-glycyl-L-phenylalanyl-3-amino-1-adamantanecarboxylate. When this compound is substituted for the methyl Boc-glycyl-L-phenylalanyl-3-amino-1-adamantanecarboxylate of Example 38 and the procedures described therein substantially repeated there is obtained methyl 2,6-dimethyl-DL-tyrosyl-D-methionyl-glycyl-L-phenylalanyl-3-amino-1-adamantanecarboxylate hydrochloride which is represented by the following formula ##STR42##

Sources & evidence

ORD record
ord-7891a808a93f4c0d91ad72725d4a9eaf
Source dataset
uspto-grants-1981_06
Patent number
US04273704

Reaction notes

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