3-epi-N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinyl-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionylglycyl-N⁵,N⁸-bis(tert-butoxycarbonyl)spermidine

Base Information

• Chemical Name: 3-epi-N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinyl-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionylglycyl-N⁵,N⁸-bis(tert-butoxycarbonyl)spermidine
• CAS No.: 130581-92-9
• Molecular Formula: C₄₆H₇₇N₇O₁₄
• Molecular Weight: 952.156

Synonyms:

Chemical Property of 3-epi-N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinyl-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionylglycyl-N⁵,N⁸-bis(tert-butoxycarbonyl)spermidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-epi-N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinyl-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionylglycyl-N⁵,N⁸-bis(tert-butoxycarbonyl)spermidine

There total 30 articles about 3-epi-N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinyl-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionylglycyl-N⁵,N⁸-bis(tert-butoxycarbonyl)spermidine 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: 55.0%

Nβ-Me-L-A2Pr(Boc)-Gly-di-Boc-Spe(4,3) + N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinic acid (138093-81-9) → N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinyl-Nβ-(tert-butoxycarbonyl)-Nβ-methyl-L-α,β-diaminopropionylglycyl-N5,N8-bis(tert-butoxycarbonyl)spermidine (130581-92-9,130694-44-9)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 22h;

DOI:10.1021/ja00029a031

Reference yield: 39.0%

Nβ-Me-L-A2Pr(Boc)-Gly-di-Boc-Spe(4,3) + 3-epi-N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinic acid (138093-82-0) → 3-epi-N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinyl-Nβ-(tert-butoxycarbonyl)-Nβ-methyl-L-α,β-diaminopropionylglycyl-N5,N8-bis(tert-butoxycarbonyl)spermidine (130581-92-9,130694-44-9)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 22h;

DOI:10.1021/ja00029a031

Reference yield:

[(4S,5S)-4-((R)-2,4-Dihydroxy-butyl)-2,2-dimethyl-[1,3]dioxan-5-yl]-carbamic acid benzyl ester (130581-80-5,130581-84-9,138232-09-4,138283-58-6) → N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinyl-Nβ-(tert-butoxycarbonyl)-Nβ-methyl-L-α,β-diaminopropionylglycyl-N5,N8-bis(tert-butoxycarbonyl)spermidine (130581-92-9,130694-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / O₂ / PtO₂ / dioxane; H₂O / 760 Torr / a) 45 deg C, 3 h, b) RT, 20 h

2: 55 percent / diphenylphosphoryl azide (DPPA), Et₃N / dimethylformamide / 22 h / 0 °C

With diphenylphosphoranyl azide; oxygen; triethylamine; platinum(IV) oxide; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1021/ja00029a031

upstream raw materials:

N-(benzyloxycarbonyl)-5,7-isopropylidenegalantinic acid

di-tert-butyl dicarbonate

<3-<<(1,1-dimethylethoxy)carbonyl><4-<(2-amino-1-oxoethyl)amino>butyl>amino>propyl>carbamic acid, (1,1-dimethylethyl) ester

N^α-(benzyloxycarbonyl)-N^β-(tert-butoxycarbonyl)-N^β-methyl-L-α,β-diaminopropionic acid

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