N^α-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-acetoxy-3,5-bisallylphenylglycine methyl ester

Base Information

• Chemical Name: N^α-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-acetoxy-3,5-bisallylphenylglycine methyl ester
• CAS No.: 784208-96-4
• Molecular Formula: C₃₁H₄₃N₃O₉
• Molecular Weight: 601.697
• Mol file: 784208-96-4.mol

Synonyms:N^α-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-acetoxy-3,5-bisallylphenylglycine methyl ester

Chemical Property of N^α-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-acetoxy-3,5-bisallylphenylglycine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-acetoxy-3,5-bisallylphenylglycine methyl ester

There total 1 articles about N^α-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-acetoxy-3,5-bisallylphenylglycine methyl ester 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:

(4-Acetoxy-3,5-diallyl-phenyl)-((R)-2-amino-propionylamino)-acetic acid methyl ester; compound with trifluoro-acetic acid + (2S)-3-allyloxy-2-tert-butoxycarbonylaminopropionic acid (150438-78-1) → Nα-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-acetoxy-3,5-bisallylphenylglycine methyl ester (784208-96-4)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 2h; pH=8.5;

DOI:10.1039/b408820d

Reference yield: 86.0%

Nα-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-acetoxy-3,5-bisallylphenylglycine methyl ester (784208-96-4) → [(R)-2-((S)-3-Allyloxy-2-tert-butoxycarbonylamino-propionylamino)-propionylamino]-(3,5-diallyl-4-hydroxy-phenyl)-acetic acid (784209-03-6)

Guidance literature:

With lithium hydroxide; In methanol; for 0.333333h;

DOI:10.1039/b408820d

Reference yield:

Nα-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-acetoxy-3,5-bisallylphenylglycine methyl ester (784208-96-4) → Nα-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-hydroxy-3,5-bisallylphenylglycyl-D-leucyl-serine(allyl) methyl amide (784208-99-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / aq. LiOH / methanol / 0.33 h

2: 151 mg / BOP; DIPEA / CH₂Cl₂; dimethylformamide / 3 h

With lithium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/b408820d

upstream raw materials:

(2S)-3-allyloxy-2-tert-butoxycarbonylaminopropionic acid

Downstream raw materials:

[(R)-2-((S)-3-Allyloxy-2-tert-butoxycarbonylamino-propionylamino)-propionylamino]-(3,5-diallyl-4-hydroxy-phenyl)-acetic acid

N^α-(tert-butyloxycarbonyl)-seryl(allyl)-D-alanyl-(R,S)-4-hydroxy-3,5-bisallylphenylglycyl-D-leucyl-serine(allyl) methyl amide