(1R,2S,3R,4S)-2-Benzoylamino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-bicyclo[2.2.2]oct-5-ene-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (1R,2S,3R,4S)-2-Benzoylamino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-bicyclo[2.2.2]oct-5-ene-2-carboxylic acid methyl ester
• CAS No.: 170877-44-8
• Molecular Formula: C₂₂H₂₇NO₅
• Molecular Weight: 385.46
• Mol file: 170877-44-8.mol

Synonyms:

Chemical Property of (1R,2S,3R,4S)-2-Benzoylamino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-bicyclo[2.2.2]oct-5-ene-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,3R,4S)-2-Benzoylamino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-bicyclo[2.2.2]oct-5-ene-2-carboxylic acid methyl ester

There total 2 articles about (1R,2S,3R,4S)-2-Benzoylamino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-bicyclo[2.2.2]oct-5-ene-2-carboxylic acid methyl 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:

methanol (67-56-1) + (1R,2S,3R,4S)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-bicyclo[2.2.2]-oct-5-en-2-spiro(4'(2'-phenyl-5'(4'H)-oxazolone)) → (1R,2S,3R,4S)-2-Benzoylamino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-bicyclo[2.2.2]oct-5-ene-2-carboxylic acid methyl ester (170877-44-8)

Guidance literature:

With sodium methylate; for 0.5h; Yield given; Ambient temperature;

DOI:10.1016/0040-4020(95)00501-X

Reference yield:

sodium methylate (124-41-4) + (1R,2S,3R,4S)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-bicyclo[2.2.2]-oct-5-en-2-spiro(4'(2'-phenyl-5'(4'H)-oxazolone)) → (1R,2S,3R,4S)-2-Benzoylamino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-bicyclo[2.2.2]oct-5-ene-2-carboxylic acid methyl ester (170877-44-8)

Guidance literature:

In methanol; for 0.5h; Ambient temperature;

DOI:10.1107/S0108270196004696

Reference yield:

(1R,2S,3R,4S)-2-Benzoylamino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-bicyclo[2.2.2]oct-5-ene-2-carboxylic acid methyl ester (170877-44-8) → (2S,3R)-2-Benzoylamino-bicyclo[2.2.2]octane-2,3-dicarboxylic acid 2-methyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / 10percent Pd/C

2: hydrochloric acid / methanol

3: sodium periodate, ruthenium trichloride

With hydrogenchloride; ruthenium trichloride; sodium periodate; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1107/S0108270196004696

upstream raw materials:

methanol

sodium methylate