[(R)-1-[(R)-2-Amino-6-(3-o-tolyl-ureido)-hexylcarbamoyl]-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid adamantan-2-yl ester

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Chemical Name:[(R)-1-[(R)-2-Amino-6-(3-o-tolyl-ureido)-hexylcarbamoyl]-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid adamantan-2-yl ester
CAS No.:736907-53-2
Molecular Formula:C₃₇H₅₀N₆O₄
Molecular Weight:642.842
Hs Code.:

Synonyms:[(R)-1-[(R)-2-Amino-6-(3-o-tolyl-ureido)-hexylcarbamoyl]-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid adamantan-2-yl ester

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Chemical Property of [(R)-1-[(R)-2-Amino-6-(3-o-tolyl-ureido)-hexylcarbamoyl]-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid adamantan-2-yl ester

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Technology Process of [(R)-1-[(R)-2-Amino-6-(3-o-tolyl-ureido)-hexylcarbamoyl]-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid adamantan-2-yl ester

There total 9 articles about [(R)-1-[(R)-2-Amino-6-(3-o-tolyl-ureido)-hexylcarbamoyl]-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid adamantan-2-yl 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:

: 106719-44-2
Boc-D-Lys-OH

: 736907-53-2
[(R)-1-[(R)-2-Amino-6-(3-o-tolyl-ureido)-hexylcarbamoyl]-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid adamantan-2-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / 1 N aq. NaOH / 15 h

2: 1.) isobutyl chloroformate, diisopropylethylamine, 2.) lithium aluminum hydride / 1.) THF, 0 deg C, 1 h, 2.) THF, Et₂O, RT, 24 h

3: DMAP, triethylamine / CH₂Cl₂ / 2.25 h / Ambient temperature

4: sodium azide / dimethylformamide / 1.5 h / 80 °C

5: 95 percent / H₂ / 10percent Pd/C / ethanol / 12 h / 760 Torr

6: 1-hydroxybenzotriazole, EDC / CH₂Cl₂ / 24 h / Ambient temperature

7: 4 N HCl / dioxane / 1 h / Ambient temperature

With hydrogenchloride; dmap; sodium hydroxide; lithium aluminium tetrahydride; sodium azide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00017a022

Reference yield:

: 614-68-6
2-tolyl isocyanate

: 736907-53-2
[(R)-1-[(R)-2-Amino-6-(3-o-tolyl-ureido)-hexylcarbamoyl]-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid adamantan-2-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / 1 N aq. NaOH / 15 h

2: 1.) isobutyl chloroformate, diisopropylethylamine, 2.) lithium aluminum hydride / 1.) THF, 0 deg C, 1 h, 2.) THF, Et₂O, RT, 24 h

3: DMAP, triethylamine / CH₂Cl₂ / 2.25 h / Ambient temperature

4: sodium azide / dimethylformamide / 1.5 h / 80 °C

5: 95 percent / H₂ / 10percent Pd/C / ethanol / 12 h / 760 Torr

6: 1-hydroxybenzotriazole, EDC / CH₂Cl₂ / 24 h / Ambient temperature

7: 4 N HCl / dioxane / 1 h / Ambient temperature

With hydrogenchloride; dmap; sodium hydroxide; lithium aluminium tetrahydride; sodium azide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00017a022

Reference yield:

: 167980-57-6
methanesulfonic acid 2-(R)-<<(tert-butyloxy)carbonyl>amino>-6-(3-o-tolylureido)hexyl ester

: 736907-53-2
[(R)-1-[(R)-2-Amino-6-(3-o-tolyl-ureido)-hexylcarbamoyl]-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid adamantan-2-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: sodium azide / dimethylformamide / 1.5 h / 80 °C

2: 95 percent / H₂ / 10percent Pd/C / ethanol / 12 h / 760 Torr

3: 1-hydroxybenzotriazole, EDC / CH₂Cl₂ / 24 h / Ambient temperature

4: 4 N HCl / dioxane / 1 h / Ambient temperature

With hydrogenchloride; sodium azide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00017a022