N--5(S)-<(tert-butyloxycarbonyl)amino>-6-cyclohexyl-2(S)-isopropylhexanoyl>-L-isoleucyl>-2-pyridylmethylamine

Base Information

• Chemical Name: N--5(S)-<(tert-butyloxycarbonyl)amino>-6-cyclohexyl-2(S)-isopropylhexanoyl>-L-isoleucyl>-2-pyridylmethylamine
• CAS No.: 124322-00-5
• Molecular Formula: C₃₈H₆₈N₄O₅Si
• Molecular Weight: 689.067

Synonyms:N--5(S)-<(tert-butyloxycarbonyl)amino>-6-cyclohexyl-2(S)-isopropylhexanoyl>-L-isoleucyl>-2-pyridylmethylamine

Chemical Property of N--5(S)-<(tert-butyloxycarbonyl)amino>-6-cyclohexyl-2(S)-isopropylhexanoyl>-L-isoleucyl>-2-pyridylmethylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N--5(S)-<(tert-butyloxycarbonyl)amino>-6-cyclohexyl-2(S)-isopropylhexanoyl>-L-isoleucyl>-2-pyridylmethylamine

There total 1 articles about N--5(S)-<(tert-butyloxycarbonyl)amino>-6-cyclohexyl-2(S)-isopropylhexanoyl>-L-isoleucyl>-2-pyridylmethylamine 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: 100.0%

N-L-isoleucyl-2-pyridylmethylamine (97920-16-6) + 4(S)-<(tert-butyldimethylsilyl)oxy>-5(S)-<(tert-butyloxycarbonyl)amino>-6-cyclohexyl-2(S)-isopropylhexanoic acid (123471-30-7) → N--5(S)-<(tert-butyloxycarbonyl)amino>-6-cyclohexyl-2(S)-isopropylhexanoyl>-L-isoleucyl>-2-pyridylmethylamine (124322-00-5)

Guidance literature:

With diethylphosphoryl cyanide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1021/jm00108a006

Reference yield:

((1S,2S,4S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohexylmethyl-5-methyl-4-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-hexyl)-carbamic acid tert-butyl ester (124322-00-5,146452-10-0) → (S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-4-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-hexyl)-2-phenylacetylamino-succinamic acid (124321-77-3)

Guidance literature:

Multi-step reaction with 5 steps

1: HCl (gas) / diethyl ether / 0.25 h

2: diisopropylethylamine, diethylphosphoryl cyanide (DEPC) / CH₂Cl₂ / Ambient temperature

3: trifluoroacetic acid (TFA) / CH₂Cl₂ / 0.75 h / Ambient temperature

4: diisopropylethylamine, diethylphosphoryl cyanide (DEPC) / CH₂Cl₂

5: ammonium formate / 10percent Pd/C / dimethylformamide / 3 h / Ambient temperature

With hydrogenchloride; diethylphosphoryl cyanide; ammonium formate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00167a009

Reference yield:

((1S,2S,4S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-cyclohexylmethyl-5-methyl-4-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-hexyl)-carbamic acid tert-butyl ester (124322-00-5,146452-10-0) → (S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-4-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-hexyl)-2-(2-phenoxy-acetylamino)-succinamic acid (124321-73-9)

Guidance literature:

Multi-step reaction with 5 steps

1: HCl (gas) / diethyl ether / 0.25 h

2: diisopropylethylamine, diethylphosphoryl cyanide (DEPC) / CH₂Cl₂ / Ambient temperature

3: trifluoroacetic acid (TFA) / CH₂Cl₂ / 0.75 h / Ambient temperature

4: diisopropylethylamine, diethylphosphoryl cyanide (DEPC) / CH₂Cl₂

5: ammonium formate / 10percent Pd/C / dimethylformamide / 3 h / Ambient temperature

With hydrogenchloride; diethylphosphoryl cyanide; ammonium formate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00167a009

upstream raw materials:

N-L-isoleucyl-2-pyridylmethylamine

4(S)-<(tert-butyldimethylsilyl)oxy>-5(S)-<(tert-butyloxycarbonyl)amino>-6-cyclohexyl-2(S)-isopropylhexanoic acid

Downstream raw materials:

(2S,4S,5S)-5-Amino-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanoic acid {(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butyl}-amide; hydrochloride

(S)-2-Amino-N-((1S,2S,4S)-1-cyclohexylmethyl-2-hydroxy-5-methyl-4-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-hexyl)-succinamic acid benzyl ester

(S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-4-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-hexyl)-2-phenylacetylamino-succinamic acid

(S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-4-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-hexyl)-2-(2-phenoxy-acetylamino)-succinamic acid

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