phenylalanyl>histydyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4,5,6,7-pentahydroxyhept-2-yl>amide

Base Information

Chemical Name:phenylalanyl>histydyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4,5,6,7-pentahydroxyhept-2-yl>amide
CAS No.:135901-93-8
Molecular Formula:C₃₅H₅₄N₆O₈
Molecular Weight:686.849
Hs Code.:

<N-<(cis-4-aminocyclohexyl)carbonyl>phenylalanyl>histydyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4,5,6,7-pentahydroxyhept-2-yl>amide

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of phenylalanyl>histydyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4,5,6,7-pentahydroxyhept-2-yl>amide

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Technology Process of phenylalanyl>histydyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4,5,6,7-pentahydroxyhept-2-yl>amide

There total 11 articles about phenylalanyl>histydyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-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: 24.0%

: 135902-11-3,138664-68-3
carbonyl>phenylalanyl>histydyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide

: 135901-93-8,138606-66-3
phenylalanyl>histydyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4,5,6,7-pentahydroxyhept-2-yl>amide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 7h; 15;
DOI:10.1021/jm00081a019

Reference yield:

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

: 135901-93-8,138606-66-3
phenylalanyl>histydyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4,5,6,7-pentahydroxyhept-2-yl>amide

Guidance literature:: Multi-step reaction with 6 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.) pyvaloyl chloride, N-ethylpiperidine, Et₃N / 1.) CH₂Cl₂, RT, 10 min, 2.) CH₂Cl₂, RT, 20 h

5: thiophenol / acetonitrile / 2 h / Ambient temperature

6: 24 percent / trifluoroacetic acid / CH₂Cl₂ / 7 h / 0 °C / 15

With 1-ethyl-piperidine; ammonium formate; pivaloyl chloride; lithium; toluene-4-sulfonic acid; thiophenol; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm00081a019

Reference yield:

: 135902-10-2
N-benzhydrylmannofuranosylamine 2,3:5,6-diacetonide

: 135901-93-8,138606-66-3
phenylalanyl>histydyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4,5,6,7-pentahydroxyhept-2-yl>amide

Guidance literature:: Multi-step reaction with 5 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.) pyvaloyl chloride, N-ethylpiperidine, Et₃N / 1.) CH₂Cl₂, RT, 10 min, 2.) CH₂Cl₂, RT, 20 h

4: thiophenol / acetonitrile / 2 h / Ambient temperature

5: 24 percent / trifluoroacetic acid / CH₂Cl₂ / 7 h / 0 °C / 15

With 1-ethyl-piperidine; ammonium formate; pivaloyl chloride; lithium; thiophenol; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm00081a019