(2R,5S,6S)-7-Ethoxycarbonyl-6-tert-butoxycarbonylmethyl-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

Base Information

• Chemical Name: (2R,5S,6S)-7-Ethoxycarbonyl-6-tert-butoxycarbonylmethyl-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane
• CAS No.: 204929-66-8
• Molecular Formula: C₂₁H₂₇NO₆
• Molecular Weight: 389.448
• Mol file: 204929-66-8.mol

Synonyms:(2R,5S,6S)-7-Ethoxycarbonyl-6-tert-butoxycarbonylmethyl-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

Chemical Property of (2R,5S,6S)-7-Ethoxycarbonyl-6-tert-butoxycarbonylmethyl-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5S,6S)-7-Ethoxycarbonyl-6-tert-butoxycarbonylmethyl-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

There total 1 articles about (2R,5S,6S)-7-Ethoxycarbonyl-6-tert-butoxycarbonylmethyl-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane 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: 77.0%

bromoacetic acid tert-butyl ester (5292-43-3) + (2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene (166765-36-2) → (2R,5S,6S)-7-Ethoxycarbonyl-6-tert-butoxycarbonylmethyl-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane (204929-66-8)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran;

DOI:10.1039/a708429c

Reference yield: 67.0%

m-Methoxyphenyllead(IV) triacetate (53034-26-7) + (2R,5S,6S)-7-Ethoxycarbonyl-6-tert-butoxycarbonylmethyl-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane (204929-66-8) → (2R,5S,6S,7S)-6-tert-Butoxycarbonylmethyl-7-ethoxycarbonyl-7-m-methoxyphenyl-3-oxa-8-oxo-2-phenyl-1-azabicyclo[3.3.0]octane + (2R,5S,6S,7R)-6-tert-Butoxycarbonylmethyl-7-ethoxycarbonyl-7-m-methoxyphenyl-3-oxa-8-oxo-2-phenyl-1-azabicyclo[3.3.0]octane

Guidance literature:

With pyridine; In chloroform; for 72h; Title compound not separated from byproducts.; Heating;

DOI:10.1039/b002001j

Reference yield: 61.0%

(2R,5S,6S)-7-Ethoxycarbonyl-6-tert-butoxycarbonylmethyl-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane (204929-66-8) + phenylboronic acid (98-80-6) → (2R,5S,6S,7R)-6-tert-Butoxycarbonylmethyl-7-ethoxycarbonyl-3-oxa-8-oxo-2,7-diphenyl-1-azabicyclo[3.3.0]octane + (2R,5S,6S,7S)-6-tert-Butoxycarbonylmethyl-7-ethoxycarbonyl-3-oxa-8-oxo-2,7-diphenyl-1-azabicyclo[3.3.0]octane

Guidance literature:

phenylboronic acid; With lead(IV) acetate; mercury(II) diacetate; In chloroform; at 40 ℃; for 2h;

(2R,5S,6S)-7-Ethoxycarbonyl-6-tert-butoxycarbonylmethyl-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane; With pyridine; In chloroform; for 72h; Further stages.; Heating;

DOI:10.1039/b002001j

upstream raw materials:

bromoacetic acid tert-butyl ester

(2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene

Downstream raw materials:

(2R,5S,6S,7S)-7-Benzyl-6-tert-butoxycarbonylmethyl-7-ethoxycarbonyl-3-oxa-8-oxo-2-phenyl-1-azabicyclo[3.3.0]octane

(2R,5S,6S,7R)-7-Benzyl-6-tert-butoxycarbonylmethyl-7-ethoxycarbonyl-3-oxa-8-oxo-2-phenyl-1-azabicyclo[3.3.0]octane