Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxo-4-oxylpiperazin-1-yl)-L-Phg-OH

Base Information

• Chemical Name: Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxo-4-oxylpiperazin-1-yl)-L-Phg-OH
• CAS No.: 1352788-57-8
• Molecular Formula: C₃₁H₃₀N₃O₇
• Molecular Weight: 556.595
• Mol file: 1352788-57-8.mol

Synonyms:Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxo-4-oxylpiperazin-1-yl)-L-Phg-OH

Chemical Property of Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxo-4-oxylpiperazin-1-yl)-L-Phg-OH

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxo-4-oxylpiperazin-1-yl)-L-Phg-OH

There total 13 articles about Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxo-4-oxylpiperazin-1-yl)-L-Phg-OH 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: 81.0%

Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxopiperazin-1-yl)-L-Phg-OH (1352788-64-7) → C31H30N3O7 + Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxo-4-oxylpiperazin-1-yl)-L-Phg-OH (1352788-57-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 25 ℃; for 5.25h; optical yield given as %ee;

DOI:10.1002/anie.201103315

Reference yield:

Bn2-4-pinacolboryl-L-Phg-OBn (1352788-62-5) → C31H30N3O7 + Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxo-4-oxylpiperazin-1-yl)-L-Phg-OH (1352788-57-8)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium periodate; ammonium acetate / water; acetone / 48 h / 25 °C

2: oxygen; copper diacetate; triethylamine / dimethyl sulfoxide / 336 h / 25 °C / Molecular sieve

3: 20% palladium hydroxide on charcoal; hydrogen / methanol; water / 20 h / 25 °C / 3620.13 Torr

4: sodium hydrogencarbonate / N,N-dimethyl-formamide / 21 h / 25 °C

5: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5.25 h / 0 - 25 °C

With sodium periodate; 20% palladium hydroxide on charcoal; ammonium acetate; hydrogen; oxygen; copper diacetate; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; 2: Chan-Lam coupling;

DOI:10.1002/anie.201103315

Reference yield:

Bn2-4-dihydroxyborane-L-Phg-OBn (1352788-58-9) → C31H30N3O7 + Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxo-4-oxylpiperazin-1-yl)-L-Phg-OH (1352788-57-8)

Guidance literature:

Multi-step reaction with 4 steps

1: oxygen; copper diacetate; triethylamine / dimethyl sulfoxide / 336 h / 25 °C / Molecular sieve

2: 20% palladium hydroxide on charcoal; hydrogen / methanol; water / 20 h / 25 °C / 3620.13 Torr

3: sodium hydrogencarbonate / N,N-dimethyl-formamide / 21 h / 25 °C

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5.25 h / 0 - 25 °C

With 20% palladium hydroxide on charcoal; hydrogen; oxygen; copper diacetate; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 1: Chan-Lam coupling;

DOI:10.1002/anie.201103315

upstream raw materials:

Cbz-L-Hpg(Tf)-OBn

Bn₂-L-Hpg(Tf)-OBn

Bn₂-4-pinacolboryl-L-Phg-OBn

Bn₂-4-dihydroxyborane-L-Phg-OBn