(S)-methyl 2-((7,8-trans)-8-(5-(4-bromophenyl)-1H-imidazol-2-yl)-1,4-dioxaspiro[4.4]nonane-7-carboxamido)-3-methylbutanoate

Base Information

• Chemical Name: (S)-methyl 2-((7,8-trans)-8-(5-(4-bromophenyl)-1H-imidazol-2-yl)-1,4-dioxaspiro[4.4]nonane-7-carboxamido)-3-methylbutanoate
• CAS No.: 1445590-61-3
• Molecular Formula: C₂₃H₂₈BrN₃O₅
• Molecular Weight: 506.396
• Mol file: 1445590-61-3.mol

Synonyms:(S)-methyl 2-((7,8-trans)-8-(5-(4-bromophenyl)-1H-imidazol-2-yl)-1,4-dioxaspiro[4.4]nonane-7-carboxamido)-3-methylbutanoate

Chemical Property of (S)-methyl 2-((7,8-trans)-8-(5-(4-bromophenyl)-1H-imidazol-2-yl)-1,4-dioxaspiro[4.4]nonane-7-carboxamido)-3-methylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-methyl 2-((7,8-trans)-8-(5-(4-bromophenyl)-1H-imidazol-2-yl)-1,4-dioxaspiro[4.4]nonane-7-carboxamido)-3-methylbutanoate

There total 7 articles about (S)-methyl 2-((7,8-trans)-8-(5-(4-bromophenyl)-1H-imidazol-2-yl)-1,4-dioxaspiro[4.4]nonane-7-carboxamido)-3-methylbutanoate 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: 57.0%

L-Valine methyl ester (4070-48-8) + C17H17BrN2O4 → (S)-methyl 2-((7,8-trans)-8-(5-(4-bromophenyl)-1H-imidazol-2-yl)-1,4-dioxaspiro[4.4]nonane-7-carboxamido)-3-methylbutanoate (1445590-61-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

Reference yield:

(1,2-trans)-1-benzyl 2-methyl 4-oxocyclopentane-1,2-dicarboxylate (1445591-65-0,164916-54-5) → (S)-methyl 2-((7,8-trans)-8-(5-(4-bromophenyl)-1H-imidazol-2-yl)-1,4-dioxaspiro[4.4]nonane-7-carboxamido)-3-methylbutanoate (1445590-61-3)

Guidance literature:

Multi-step reaction with 6 steps

1: toluene-4-sulfonic acid / toluene / 2 h / Dean-Stark; Reflux

2: hydrogen; palladium 10% on activated carbon / methanol

3: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.08 h / 0 - 5 °C

4: ammonium acetate / N,N-dimethyl-formamide / 2 h / 140 °C

5: sodium hydroxide; water / methanol / 3 h / 20 °C

6: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.25 h / 20 °C

With palladium 10% on activated carbon; ammonium acetate; water; hydrogen; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In methanol; N,N-dimethyl-formamide; toluene;

Reference yield:

(7,8-trans)-7-benzyl 8-methyl 1,4-dioxaspiro[4.4]nonane-7,8-dicarboxylate (1445591-67-2) → (S)-methyl 2-((7,8-trans)-8-(5-(4-bromophenyl)-1H-imidazol-2-yl)-1,4-dioxaspiro[4.4]nonane-7-carboxamido)-3-methylbutanoate (1445590-61-3)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogen; palladium 10% on activated carbon / methanol

2: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.08 h / 0 - 5 °C

3: ammonium acetate / N,N-dimethyl-formamide / 2 h / 140 °C

4: sodium hydroxide; water / methanol / 3 h / 20 °C

5: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.25 h / 20 °C

With palladium 10% on activated carbon; ammonium acetate; water; hydrogen; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

L-Valine methyl ester

(1S,2S)-2-(methoxycarbonyl)-4-oxocyclopentanecarboxylic acid

(1,2-trans)-1-benzyl 2-methyl 4-oxocyclopentane-1,2-dicarboxylate

(7,8-trans)-7-benzyl 8-methyl 1,4-dioxaspiro[4.4]nonane-7,8-dicarboxylate