Boc-PheΨVal-Phe-OMe

Base Information

• Chemical Name: Boc-PheΨVal-Phe-OMe
• CAS No.: 123054-24-0
• Molecular Formula: C₃₁H₄₅N₃O₅
• Molecular Weight: 539.715
• Mol file: 123054-24-0.mol

Synonyms:

Chemical Property of Boc-PheΨVal-Phe-OMe

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-PheΨVal-Phe-OMe

There total 26 articles about Boc-PheΨVal-Phe-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:

(S)-valinol (2026-48-4,473-75-6) → Boc-PheΨVal-Phe-OMe (123054-24-0,123122-77-0,123163-76-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 79 percent / acetic acid (pH ca. 6), sodium cyanoborohydride / methanol / 16 h / Ambient temperature

2: 75 percent / neat (no solvent) / 16 h / 50 °C

3: diethyl ether / 1.5 h / 0 - 20 °C

4: 81 percent / H₂ / 20percent Pd(OH)2/C / methanol / 4 h / 3040 Torr / Ambient temperature

5: 1.) a) oxalyl chloride, DMSO, b) Et₃N / 1.) a) CH₂Cl₂, -60 deg C, 15 min, b) -30 deg C, 25 min, 2.) toluene, from -30 to -15 deg C, 30 min

6: oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -60 °C

7: CH₂Cl₂ / 16 h / Ambient temperature

With oxalyl dichloride; hydrogen; sodium cyanoborohydride; acetic acid; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/jo00284a032

Reference yield:

(S)-valinol (2026-48-4,473-75-6) → Boc-PheΨVal-Phe-OMe (123054-24-0,123122-77-0,123163-76-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 79 percent / acetic acid (pH ca. 6), sodium cyanoborohydride / methanol / 16 h / Ambient temperature

2: 75 percent / neat (no solvent) / 16 h / 50 °C

3: diethyl ether / 1.5 h / 0 - 20 °C

4: 78 percent / H₂ / 20percent Pd(OH)2/C / methanol / 4 h / 3040 Torr / Ambient temperature

5: 1.) a) oxalyl chloride, DMSO, b) Et₃N / 1.) a) CH₂Cl₂, -60 deg C, 15 min, b) -30 deg C, 25 min, 2.) toluene, from -30 to -15 deg C, 30 min

6: oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -60 °C

7: CH₂Cl₂ / 16 h / Ambient temperature

With oxalyl dichloride; hydrogen; sodium cyanoborohydride; acetic acid; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/jo00284a032

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → Boc-PheΨ(R)Val-Phe-OMe (123054-24-0,123122-77-0,123163-76-8)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 20percent Pd(OH)2/C / methanol / 4 h / 3040 Torr / Ambient temperature

2: 1.) a) oxalyl chloride, DMSO, b) Et₃N / 1.) a) CH₂Cl₂, -60 deg C, 15 min, b) -30 deg C, 25 min, 2.) toluene, from -30 to -15 deg C, 30 min

3: oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -60 °C

4: CH₂Cl₂ / 16 h / Ambient temperature

With oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In methanol; dichloromethane;

DOI:10.1021/jo00284a032

upstream raw materials:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

di-tert-butyl dicarbonate

(2S)-N,N-dibenzylphenylalaninal

(2R)-2-(benzylamino)-3-methylbutan-1-ol