<2-benzyl-3-(tert-butylsulfonyl)propionyl>-N^im-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide

Base Information

• Chemical Name: <2-benzyl-3-(tert-butylsulfonyl)propionyl>-N^im-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide
• CAS No.: 138606-68-5
• Molecular Formula: C₄₅H₆₂N₆O₁₃S
• Molecular Weight: 927.086

Synonyms:<2-benzyl-3-(tert-butylsulfonyl)propionyl>-N^im-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide

Chemical Property of <2-benzyl-3-(tert-butylsulfonyl)propionyl>-N^im-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide

Chemical Property:

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Safty Information:

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MSDS Files:

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Technology Process of <2-benzyl-3-(tert-butylsulfonyl)propionyl>-N^im-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide

There total 8 articles about <2-benzyl-3-(tert-butylsulfonyl)propionyl>-N^im-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide 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:

2,3,5,6-di-O-isopropylidene-D-mannofuranose (7757-38-2,14131-84-1,23262-78-4,27108-13-0,33823-04-0,34685-42-2,57819-52-0,78039-08-4,78039-12-0,78964-16-6,94842-76-9,149342-31-4) → <2-benzyl-3-(tert-butylsulfonyl)propionyl>-Nim-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide (138606-68-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 4-toluenesulfonic acid / 24 h / Heating

2: 1.) Li / 1.) Et₂O, -10 deg C, 6 h, 2.) Et₂O, RT, 1 h

3: 85 percent / ammonium formate / 10percent Pd/C / methanol / 20 h / Ambient temperature

4: 1.) pivaloyl chloride, N-ethylpiperidine, Et₃N / 1.) CH₂Cl₂, RT, 10 min, 2.) CH₂Cl₂, RT, 20 h

With 1-ethyl-piperidine; ammonium formate; pivaloyl chloride; lithium; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00081a019

Reference yield:

(2S,3R,4R,5R,6R)-2-(benzhydrylamino)-1-cyclohexyl-3,4,5,6,7-pentahydroxyheptane 4,3:7,6-diacetonide (135902-09-9,138664-64-9) → <2-benzyl-3-(tert-butylsulfonyl)propionyl>-Nim-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide (138606-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / ammonium formate / 10percent Pd/C / methanol / 20 h / Ambient temperature

2: 1.) pivaloyl chloride, N-ethylpiperidine, Et₃N / 1.) CH₂Cl₂, RT, 10 min, 2.) CH₂Cl₂, RT, 20 h

With 1-ethyl-piperidine; ammonium formate; pivaloyl chloride; triethylamine; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00081a019

Reference yield:

N-benzhydrylmannofuranosylamine 2,3:5,6-diacetonide (135902-10-2) → <2-benzyl-3-(tert-butylsulfonyl)propionyl>-Nim-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide (138606-68-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Li / 1.) Et₂O, -10 deg C, 6 h, 2.) Et₂O, RT, 1 h

2: 85 percent / ammonium formate / 10percent Pd/C / methanol / 20 h / Ambient temperature

3: 1.) pivaloyl chloride, N-ethylpiperidine, Et₃N / 1.) CH₂Cl₂, RT, 10 min, 2.) CH₂Cl₂, RT, 20 h

With 1-ethyl-piperidine; ammonium formate; pivaloyl chloride; lithium; triethylamine; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00081a019

upstream raw materials:

<2-benzyl-3-(tert-butylsulfonyl)propionyl>-N^im-(2,4-dinitrophenyl)histidine

(2S,3R,4R,5R,6R)-2-amino-1-cyclohexyl-3,4,5,6,7-pentahydroxyheptane 4,3:7,6-diacetonide

2,3,5,6-di-O-isopropylidene-D-mannofuranose

(S)-2-<(tert-butylsulfonyl)methyl>-3-phenylpropionic acid succinimido ester

Downstream raw materials:

<2-benzyl-3-(tert-butylsulfonyl)propionyl>histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide

<2-benzyl-3-(tert-butylsulfonyl)propionyl>histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4,5,6,7-pentahydroxyhept-2-yl>amide

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