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

Base Information

• Chemical Name: (7,8-trans)-7-benzyl 8-methyl 1,4-dioxaspiro[4.4]nonane-7,8-dicarboxylate
• CAS No.: 1445591-67-2
• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.342
• Mol file: 1445591-67-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about (7,8-trans)-7-benzyl 8-methyl 1,4-dioxaspiro[4.4]nonane-7,8-dicarboxylate 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:

(1,2-trans)-1-benzyl 2-methyl 4-oxocyclopentane-1,2-dicarboxylate (1445591-65-0,164916-54-5) + ethylene glycol (107-21-1) → (7,8-trans)-7-benzyl 8-methyl 1,4-dioxaspiro[4.4]nonane-7,8-dicarboxylate (1445591-67-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 2h; Dean-Stark; Reflux;

Reference yield:

(1S,2S)-2-(methoxycarbonyl)-4-oxocyclopentanecarboxylic acid (115694-82-1) + benzyl alcohol (100-51-6,185532-71-2) → (7,8-trans)-7-benzyl 8-methyl 1,4-dioxaspiro[4.4]nonane-7,8-dicarboxylate (1445591-67-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1'-carbonyldiimidazole / toluene / 0.67 h / 70 °C / Inert atmosphere

1.2: 4 h / 70 °C / Inert atmosphere

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

With toluene-4-sulfonic acid; 1,1'-carbonyldiimidazole; In 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:

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

benzyl alcohol

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

ethylene glycol

Downstream raw materials:

(7,8-trans)-methyl 8-((2-(4-bromophenyl)-2-oxoethyl)carbamoyl)-1,4-dioxaspiro[4.4]nonane-7-carboxylate

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

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