(4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>hepten-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone

Base Information

• Chemical Name: (4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>hepten-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone
• CAS No.: 128300-77-6
• Molecular Formula: C₂₇H₂₉NO₄
• Molecular Weight: 431.532
• Mol file: 128300-77-6.mol

Synonyms:(4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>hepten-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone

Chemical Property of (4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>hepten-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>hepten-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone

There total 1 articles about (4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>hepten-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone 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: 92.0%

(4S)-3-((E)-5'-(Benzyloxy)-2'-penetnoyl)-4-(phenylmethyl)-2-oxazolidinone (128217-41-4) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → (4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>heptan-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone (128217-55-0) + (S)-4-Benzyl-3-[(1S,2R,3R,4R)-3-(2-benzyloxy-ethyl)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-oxazolidin-2-one (128217-42-5) + (S)-4-Benzyl-3-[(1S,2S,3S,4R)-3-(2-benzyloxy-ethyl)-bicyclo[2.2.1]hept-5-ene-2-carbonyl]-oxazolidin-2-one (128299-68-3) + (4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>hepten-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone (128300-77-6)

Guidance literature:

With diethylaluminium chloride; In dichloromethane; at -78 ℃; for 5h; Yields of byproduct given;

DOI:10.1021/jo00304a019

Reference yield:

(4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>hepten-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone (128300-77-6) → (4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>heptan-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone (128217-55-0)

Guidance literature:

With hydrogen; platinum on activated charcoal; In ethyl acetate; for 2h; under 1861.7 Torr; Yield given; Ambient temperature;

DOI:10.1021/jo00304a019

Reference yield:

(4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>hepten-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone (128300-77-6) → (1S,2S,3S,4R)-3-(2-Benzyloxy-ethyl)-bicyclo[2.2.1]hept-2-ylamine (128217-57-2)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 5percent Pt / C / ethyl acetate / 2 h / 1861.7 Torr / Ambient temperature

2: 87.9 percent / 30percent H₂O₂, LiOH*H₂O / tetrahydrofuran; H₂O / 10 h / 3 °C

With lithium hydroxide; hydrogen; dihydrogen peroxide; platinum on activated charcoal; In tetrahydrofuran; water; ethyl acetate;

DOI:10.1021/jo00304a019

upstream raw materials:

(4S)-3-((E)-5'-(Benzyloxy)-2'-penetnoyl)-4-(phenylmethyl)-2-oxazolidinone

cyclopenta-1,3-diene

Downstream raw materials:

(4S)-3-(((3'R,4'R,5'S,6'S)-5'-(2-(Benzyloxy)ethyl)bicyclo<2.2.1>heptan-4'-yl)carbonyl)-4-(phenylmethyl)-2-oxazolidinone

(1S,2S,3S,4R)-3-(2-Benzyloxy-ethyl)-bicyclo[2.2.1]hept-2-ylamine

(3'R,4'R,5'S,6'S)-5-(2-(Benzyloxy)ethyl)-4'-carboxybicyclo<2.2.1>heptane

(3'R,4'R,5'S,6'S)-5'-(2-Hydroxyethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane