Boc-Tyr-(D)Ala-Gly-Phe methioninol → H-Tyr-(D)Ala-Gly-Phe methioninol

HRID 443914Notes

Reaction equation

HRID 443914 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:11]([NH:13][C@@H:14]([C:16]([NH:18][CH2:19][C:20]([NH:22][C@H:23]([C:31]([OH:33])=[O:32])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:21])=[O:17])[CH3:15])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[NH2:41][C@H:42]([CH2:47][OH:48])[CH2:43][CH2:44][S:45][CH3:46]>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:1][C@H:2]([C:11]([NH:13][C@@H:14]([C:16]([NH:18][CH2:19][C:20]([NH:22][C@H:23]([C:31]([OH:33])=[O:32])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:21])=[O:17])[CH3:15])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1.[NH2:41][C@H:42]([CH2:47][OH:48])[CH2:43][CH2:44][S:45][CH3:46]

Participants

3

Reactant 1

HCID 131712172Boc-Tyr-(D)Ala-Gly-Phe methioninol

Product 1

HCID 131712171H-Tyr-(D)Ala-Gly-Phe methioninol

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

2.0 g of Boc-Tyr-(D)Ala-Gly-Phe-methioninol are dissolved in 20 ml of TFA-CH2Cl2 (1:1) and left to stand for 30 minutes at 0°. After reducing the volume under vacuum, the title compound is precipitated with ether and filtered off. The title compound is obtained as an amorphous salt.

Workup

  1. waitleft
  2. customthe title compound is precipitated with ether
  3. filtrationfiltered off

Sources & evidence

ORD record
ord-759727eb79b24f0e9a2b7b78c7f69201
Source dataset
uspto-grants-1981_04
Patent number
US04261888

Reaction notes

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