racemic Ac-Val-ΔPhe-OMe

Base Information

• Chemical Name: racemic Ac-Val-ΔPhe-OMe
• CAS No.: 109924-99-4
• Molecular Formula: C₁₇H₂₂N₂O₄
• Molecular Weight: 318.373
• Mol file: 109924-99-4.mol

Synonyms:

Chemical Property of racemic Ac-Val-ΔPhe-OMe

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of racemic Ac-Val-ΔPhe-OMe

There total 5 articles about racemic Ac-Val-ΔPhe-OMe which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

racemic Ac-Val-ΔPhe-azlactone (109924-97-2) → racemic Ac-Val-ΔPhe-OMe (109924-99-4)

Guidance literature:

With sodium methylate; In methanol; Ambient temperature;

DOI:10.1016/S0040-4020(01)87539-6

Reference yield:

N-acetyl-D,L-valine (96-81-1,3067-19-4,7295-89-8,17916-88-0,67079-28-1,98392-56-4) → racemic Ac-Val-ΔPhe-OMe (109924-99-4)

Guidance literature:

Multi-step reaction with 4 steps

1: BOP, iPr₂EtN / CH₂Cl₂ / Ambient temperature

2: 95 percent / 2N NaOH / Ambient temperature

3: 83 percent / NaOAc, Ac₂O / 24 h, r.t.

4: 52 percent / NaOMe / methanol / Ambient temperature

With sodium hydroxide; sodium methylate; sodium acetate; acetic anhydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(01)87539-6

Reference yield:

β-hydroxyphenylalanine methyl ester hydrochloride (80182-99-6) → racemic Ac-Val-ΔPhe-OMe (109924-99-4)

Guidance literature:

Multi-step reaction with 4 steps

1: BOP, iPr₂EtN / CH₂Cl₂ / Ambient temperature

2: 95 percent / 2N NaOH / Ambient temperature

3: 83 percent / NaOAc, Ac₂O / 24 h, r.t.

4: 52 percent / NaOMe / methanol / Ambient temperature

With sodium hydroxide; sodium methylate; sodium acetate; acetic anhydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(01)87539-6

upstream raw materials:

racemic Ac-Val-ΔPhe-azlactone

N-acetyl-D,L-valine

β-hydroxyphenylalanine methyl ester hydrochloride

Ac-(R,S)-Val-(R,S)-PhSer-OMe

Refernces