Trifluoroacetic acid → HCID 131711765, compound

HRID 1395663Notes

Reaction equation

HRID 1395663 reaction equation
[CH:1]([NH2:14])(C1C=CC=CC=1)[C:2]1C=CC=CC=1.[NH:15]([C:24]([O:26]C(C)(C)C)=O)[C@@H:16]([C:21]([OH:23])=O)[CH2:17][CH2:18][S:19][CH3:20].[OH:31][C:32]1[C:40]2N=NN[C:36]=2[CH:35]=[CH:34][CH:33]=1.CC(C)[N:43]=C=NC(C)C.C(O)(C(F)(F)F)=O.C1(OC)C=CC=CC=1>C(Cl)Cl>[NH2:14][C@H:1]([C:24]([NH:15][C@@H:16]([C:21]([NH2:43])=[O:23])[CH2:17][CH2:18][S:19][CH3:20])=[O:26])[CH2:2][C:35]1[CH:36]=[CH:40][C:32]([OH:31])=[CH:33][CH:34]=1

Participants

8

Reactant 6

HCID 6422Trifluoroacetic acidHCID 7036BenzhydrylamineHCID 7519AnisoleHCID 12734Diisopropylcarbodiimide2×HCID 111051N-(tert-Butyloxycarbonyl)-D-methionineHCID 178418300HCID 178418300, compound2×

Product 1

HCID 131711765HCID 131711765, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared by solid phase using benzhydryl amine resin (14 g.) and t-Boc-D-Met-OH (10 g.) 5.4 g. hydroxybenzotriazole and 60 ml. DIC, deprotected with 30% TFA in MeCl2 and coupled with 18 g. t-Boc di Cl Bzl-Tyr-OH and 5.4 g. hydroxybenzotriazole and 6.0 ml. DIC. Deprotection with HF in the presence of 10 ml. anisole. The dipeptide was purified on Sephadex G-10 using 0.2 N HOAc.

Workup

  1. customPrepared by solid phase
  2. customThe dipeptide was purified on Sephadex

Sources & evidence

ORD record
ord-0fd1e6ed301f4c4da0a13ef1edf02fb1
Source dataset
uspto-grants-1980_05
Patent number
US04205069

Reaction notes

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