(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-<<(tert-butoxycarbonyl)amino>methyl>cyclohexanecarboxylate

Base Information

• Chemical Name: (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-<<(tert-butoxycarbonyl)amino>methyl>cyclohexanecarboxylate
• CAS No.: 100165-57-9
• Molecular Formula: C₁₈H₂₇NO₇
• Molecular Weight: 369.415
• Mol file: 100165-57-9.mol

Synonyms:(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-<<(tert-butoxycarbonyl)amino>methyl>cyclohexanecarboxylate

Chemical Property of (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-<<(tert-butoxycarbonyl)amino>methyl>cyclohexanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-<<(tert-butoxycarbonyl)amino>methyl>cyclohexanecarboxylate

There total 4 articles about (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-<<(tert-butoxycarbonyl)amino>methyl>cyclohexanecarboxylate 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: 41.0%

trans 4-(tert-butyloxycarbonylamino)methylcyclohexanecarboxylic acid (27687-14-5) + 4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one (80715-22-6) → (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-<<(tert-butoxycarbonyl)amino>methyl>cyclohexanecarboxylate (100165-57-9)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In Trichloroethylene; at 60 ℃; for 20h;

DOI:10.1021/jm00154a004

Reference yield:

4,5-Dimethyl-1,3-dioxole-2-one (37830-90-3) → (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-<<(tert-butoxycarbonyl)amino>methyl>cyclohexanecarboxylate (100165-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-bromosuccinimide, α,α-azobis(isobutyronitrile) / CCl4

2: 41 percent / K₂CO₃, (C₄H₉)4NBr (QBr) / trichloroethene / 20 h / 60 °C

With N-Bromosuccinimide; azobisisobutyronitrile; tetrabutylammomium bromide; potassium carbonate; In tetrachloromethane; Trichloroethylene;

DOI:10.1021/jm00154a004

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-<<(tert-butoxycarbonyl)amino>methyl>cyclohexanecarboxylate (100165-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / NaOH / H₂O; 2-methyl-propan-2-ol / 18 h / Ambient temperature

2: 41 percent / K₂CO₃, (C₄H₉)4NBr (QBr) / trichloroethene / 20 h / 60 °C

With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate; In Trichloroethylene; water; tert-butyl alcohol;

DOI:10.1021/jm00154a004

upstream raw materials:

trans 4-(tert-butyloxycarbonylamino)methylcyclohexanecarboxylic acid

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

4,5-Dimethyl-1,3-dioxole-2-one

di-tert-butyl dicarbonate

Downstream raw materials:

(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl trans-4-(aminomethyl)cyclohexanecarboxylate hydrochloride

Refernces