L-idonamide, 6-cyclohexyl-2,5,6-trideoxy-N-<1-<<<5-(hexahydro-2-oxo-1H-thieno<3,4-d>imidazol-4-yl)-1-oxopentyl>amino>methyl>-2-methylbutyl>-2-(1-methylethyl)-5-amino-, <3aS-<3aα,4β(1R*,2R*),6aα>>-

Base Information

• Chemical Name: L-idonamide, 6-cyclohexyl-2,5,6-trideoxy-N-<1-<<<5-(hexahydro-2-oxo-1H-thieno<3,4-d>imidazol-4-yl)-1-oxopentyl>amino>methyl>-2-methylbutyl>-2-(1-methylethyl)-5-amino-, <3aS-<3aα,4β(1R*,2R*),6aα>>-
• CAS No.: 153805-30-2
• Molecular Formula: C₃₁H₅₇N₅O₅S
• Molecular Weight: 611.89
• Mol file: 153805-30-2.mol

Synonyms:L-idonamide, 6-cyclohexyl-2,5,6-trideoxy-N-<1-<<<5-(hexahydro-2-oxo-1H-thieno<3,4-d>imidazol-4-yl)-1-oxopentyl>amino>methyl>-2-methylbutyl>-2-(1-methylethyl)-5-amino-, <3aS-<3aα,4β(1R*,2R*),6aα>>-

Chemical Property of L-idonamide, 6-cyclohexyl-2,5,6-trideoxy-N-<1-<<<5-(hexahydro-2-oxo-1H-thieno<3,4-d>imidazol-4-yl)-1-oxopentyl>amino>methyl>-2-methylbutyl>-2-(1-methylethyl)-5-amino-, <3aS-<3aα,4β(1R*,2R*),6aα>>-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-idonamide, 6-cyclohexyl-2,5,6-trideoxy-N-<1-<<<5-(hexahydro-2-oxo-1H-thieno<3,4-d>imidazol-4-yl)-1-oxopentyl>amino>methyl>-2-methylbutyl>-2-(1-methylethyl)-5-amino-, <3aS-<3aα,4β(1R*,2R*),6aα>>-

There total 6 articles about L-idonamide, 6-cyclohexyl-2,5,6-trideoxy-N-<1-<<<5-(hexahydro-2-oxo-1H-thieno<3,4-d>imidazol-4-yl)-1-oxopentyl>amino>methyl>-2-methylbutyl>-2-(1-methylethyl)-5-amino-, <3aS-<3aα,4β(1R*,2R*),6aα>>- 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: 68.0%

1,3-dioxolane-4-acetamide, 5-<2-cyclohexyl-1-<<(1,1-dimethylethoxy)carbonyl>amino>ethyl>-2,2-dimethyl-α-(1-methylethyl)-N-<5-(hexahydro-2-oxo-1H-thieno<3,4-d>imidazol-4-yl)-1-oxopentyl>-, <3aS-<3aα,4β(1R*,2R*,3S*,4S*),6aα>>- (153805-29-9) → L-idonamide, 6-cyclohexyl-2,5,6-trideoxy-N-<1-<<<5-(hexahydro-2-oxo-1H-thieno<3,4-d>imidazol-4-yl)-1-oxopentyl>amino>methyl>-2-methylbutyl>-2-(1-methylethyl)-5-amino-, <3aS-<3aα,4β(1R*,2R*),6aα>>- (153805-30-2)

Guidance literature:

With methanol; ethandithiol; acetyl chloride; for 6h; Ambient temperature;

DOI:10.1021/jm00028a013

Reference yield:

N-(tert-butoxycarbonyl)-L-isoleucinol (141321-52-0,141321-53-1,141321-50-8,106946-74-1,545433-88-3) → L-idonamide, 6-cyclohexyl-2,5,6-trideoxy-N-<1-<<<5-(hexahydro-2-oxo-1H-thieno<3,4-d>imidazol-4-yl)-1-oxopentyl>amino>methyl>-2-methylbutyl>-2-(1-methylethyl)-5-amino-, <3aS-<3aα,4β(1R*,2R*),6aα>>- (153805-30-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 77 percent / ZnN₆-pyridine2, Ph₃P, diispropyl azodicarboxylate / toluene / 3 h / Ambient temperature

2: 76 percent / H₂ / Pd/CaCO₃ / methanol / 4 h / 760 Torr

3: 75 percent / dimethylformamide / 14 h / Ambient temperature

4: 99 percent / CF₃CO₂H / CH₂Cl₂ / 3 h / Ambient temperature

5: 42 percent / iPr₂EtN, (EtO)2P(O)CN / CH₂Cl₂ / 18 h / Ambient temperature

6: 68 percent / acetyl chloride, methanol, ethanedithiol / 6 h / Ambient temperature

With methanol; ethandithiol; diethyl cyanophosphonate; di-isopropyl azodicarboxylate; ZnN₆-pyridine2; hydrogen; N-ethyl-N,N-diisopropylamine; acetyl chloride; triphenylphosphine; trifluoroacetic acid; Lindlar's catalyst; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00028a013

Reference yield:

carbamic acid, <1-(azidomethyl)-2-methylbutyl>-, 1,1-dimethylethyl ester, (124590-30-3) → L-idonamide, 6-cyclohexyl-2,5,6-trideoxy-N-<1-<<<5-(hexahydro-2-oxo-1H-thieno<3,4-d>imidazol-4-yl)-1-oxopentyl>amino>methyl>-2-methylbutyl>-2-(1-methylethyl)-5-amino-, <3aS-<3aα,4β(1R*,2R*),6aα>>- (153805-30-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 76 percent / H₂ / Pd/CaCO₃ / methanol / 4 h / 760 Torr

2: 75 percent / dimethylformamide / 14 h / Ambient temperature

3: 99 percent / CF₃CO₂H / CH₂Cl₂ / 3 h / Ambient temperature

4: 42 percent / iPr₂EtN, (EtO)2P(O)CN / CH₂Cl₂ / 18 h / Ambient temperature

5: 68 percent / acetyl chloride, methanol, ethanedithiol / 6 h / Ambient temperature

With methanol; ethandithiol; diethyl cyanophosphonate; hydrogen; N-ethyl-N,N-diisopropylamine; acetyl chloride; trifluoroacetic acid; Lindlar's catalyst; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00028a013

upstream raw materials:

1,3-dioxolane-4-acetamide, 5-<2-cyclohexyl-1-<<(1,1-dimethylethoxy)carbonyl>amino>ethyl>-2,2-dimethyl-α-(1-methylethyl)-N-<5-(hexahydro-2-oxo-1H-thieno<3,4-d>imidazol-4-yl)-1-oxopentyl>-, <3aS-<3aα,4β(1R*,2R*,3S*,4S*),6aα>>-

N-(tert-butoxycarbonyl)-L-isoleucinol

carbamic acid, <1-(aminomethyl)-2-methylbutyl>-, 1,1-dimethylethyl ester,

carbamic acid, <1-(azidomethyl)-2-methylbutyl>-, 1,1-dimethylethyl ester,