Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithinyl-L-serine tert-butyl ester

Base Information

• Chemical Name: Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithinyl-L-serine tert-butyl ester
• CAS No.: 937393-48-1
• Molecular Formula: C₄₁H₄₇N₃O₉
• Molecular Weight: 725.839
• Mol file: 937393-48-1.mol

Synonyms:Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithinyl-L-serine tert-butyl ester

Chemical Property of Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithinyl-L-serine tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithinyl-L-serine tert-butyl ester

There total 9 articles about Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithinyl-L-serine tert-butyl 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: 81.0%

Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithine (937393-45-8) + tert-butyl (2S)-2-amino-3-hydroxypropanoate (90048-49-0,851588-08-4) → Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithinyl-L-serine tert-butyl ester (937393-48-1)

Guidance literature:

With TEA; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2007.02.125

Reference yield:

methyl-2,3-dihydroxybenzoate (2411-83-8) → Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithinyl-L-serine tert-butyl ester (937393-48-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / potassium carbonate / Heating

2: 100 percent / aq. barium hydroxide / tetrahydrofuran / 12 h / 50 °C

3: 79 percent / TBTU; Et₃N / dimethylformamide / 16 h / 20 °C

4: 81 percent / DBTU; TEA / dimethylformamide

With barium dihydroxide; TEA; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2007.02.125

Reference yield:

acetic acid tert-butyl ester (540-88-5) → Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithinyl-L-serine tert-butyl ester (937393-48-1)

Guidance literature:

Multi-step reaction with 2 steps

1: HClO₄

2: 81 percent / DBTU; TEA / dimethylformamide

With perchloric acid; TEA; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2007.02.125

upstream raw materials:

Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithine

tert-butyl (2S)-2-amino-3-hydroxypropanoate

methyl-2,3-dihydroxybenzoate

acetic acid tert-butyl ester

Downstream raw materials:

C₃₃H₄₁N₃O₇

Nα-2,3-dihydroxybenzoyl-D-ornithinyl-L-serine tert-butyl ester

C₄₄H₅₉N₅O₁₁