C₁₁H₁₇NO₄

Base Information

• Chemical Name: C₁₁H₁₇NO₄
• CAS No.: 1312161-65-1
• Molecular Formula: C₁₁H₁₇NO₄
• Molecular Weight: 227.26
• Mol file: 1312161-65-1.mol

Synonyms:

Chemical Property of C₁₁H₁₇NO₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of C₁₁H₁₇NO₄

There total 4 articles about C₁₁H₁₇NO₄ 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:

(1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate (168683-02-1) → C11H17NO4 (1312161-65-1) + (1S-cis)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic acid (151907-79-8,108999-93-5) + (1R,4R)-4-[(tert-butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylic acid (298716-03-7,108999-93-5)

Guidance literature:

(1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate; With sodium methylate; In methanol; at 0 ℃; for 0.833333h; Industry scale;

With lithium hydrochloride monohydrate; water; In methanol; tert-butyl methyl ether; at -3.5 - 10 ℃; for 22h; Industry scale; Inert atmosphere;

With hydrogenchloride; In methanol; tert-butyl methyl ether; water; pH=3; Industry scale;

Reference yield:

(–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride (229613-83-6,426226-35-9) → C11H17NO4 (1312161-65-1) + (1S-cis)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic acid (151907-79-8,108999-93-5) + (1R,4R)-4-[(tert-butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylic acid (298716-03-7,108999-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 19.5 h / 0 - 20 °C / Industry scale; Inert atmosphere

2.1: sodium methylate / methanol / 0.83 h / 0 °C / Industry scale

2.2: 22 h / -3.5 - 10 °C / Industry scale; Inert atmosphere

2.3: pH 3 / Industry scale

With sodium methylate; triethylamine; In methanol; dichloromethane;

Reference yield:

tert-butyl (1R,4S)-(-)-3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate (151792-53-9) → C11H17NO4 (1312161-65-1) + (1S-cis)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic acid (151907-79-8,108999-93-5) + (1R,4R)-4-[(tert-butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylic acid (298716-03-7,108999-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium methylate / methanol / 1.67 h / 2 °C

2.1: sodium methylate / methanol / 0.83 h / 0 °C / Industry scale

2.2: 22 h / -3.5 - 10 °C / Industry scale; Inert atmosphere

2.3: pH 3 / Industry scale

With sodium methylate; In methanol;

upstream raw materials:

(–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride

(1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate

tert-butyl (1R,4S)-(-)-3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Refernces