allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-3-<3-(phenylseleno)propyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate

Base Information

• Chemical Name: allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-3-<3-(phenylseleno)propyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate
• CAS No.: 113599-85-2
• Molecular Formula: C₃₁H₃₃N₃O₈Se
• Molecular Weight: 654.578

Synonyms:allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-3-<3-(phenylseleno)propyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate

Chemical Property of allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-3-<3-(phenylseleno)propyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-3-<3-(phenylseleno)propyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate

There total 9 articles about allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-3-<3-(phenylseleno)propyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate 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:

allyl bromoacetate (40630-84-0) → allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-3-<3-(phenylseleno)propyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate (113599-85-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 59 percent / tetrabutylammonium bromide, KOH / tetrahydrofuran / 20 h

2: 76 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

3: 73 percent / tetrabutylammonium fluoride / tetrahydrofuran

4: 91 percent / Ph₃P, diisopropyl azodicarboxylate / tetrahydrofuran

5: 1.) p-toluenesulfonic acid monohydrate, 2.) sodium bicarbonate, pH 8 / 1.) acetone, 19 h, 2.) EtOAc, H₂O

6: EEDQ / ethyl acetate / 3 h / Ambient temperature

With potassium hydroxide; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydrogencarbonate; toluene-4-sulfonic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/jm00401a020

Reference yield:

4-(phenylseleno)butanoic acid (23768-06-1) → allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-3-<3-(phenylseleno)propyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate (113599-85-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 78 percent / oxalyl chloride / 16 h / Ambient temperature

2: 76 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

3: 73 percent / tetrabutylammonium fluoride / tetrahydrofuran

4: 91 percent / Ph₃P, diisopropyl azodicarboxylate / tetrahydrofuran

5: 1.) p-toluenesulfonic acid monohydrate, 2.) sodium bicarbonate, pH 8 / 1.) acetone, 19 h, 2.) EtOAc, H₂O

6: EEDQ / ethyl acetate / 3 h / Ambient temperature

With oxalyl dichloride; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; toluene-4-sulfonic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/jm00401a020

Reference yield:

D-4-hydroxyphenylglycine (22818-40-2) → allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-3-<3-(phenylseleno)propyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate (113599-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / 1N NaOH / diethyl ether; H₂O; dioxane / 1 h / ice bath

2: EEDQ / ethyl acetate / 3 h / Ambient temperature

With sodium hydroxide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In 1,4-dioxane; diethyl ether; water; ethyl acetate;

DOI:10.1021/jm00401a020

upstream raw materials:

(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycine

allyl bromoacetate

4-(phenylseleno)butanoic acid

D-4-hydroxyphenylglycine

Downstream raw materials:

allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-8-oxo-3-(2-propenyl)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate

(6S,7S)-7-<<(R)-2-(4-hydroxyphenyl)glycyl>amino>-8-oxo-3-(2-propenyl)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylic acid

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 113599-85-2 allyl (6S,7S)-7-<<(R)-N-<(allyloxy)carbonyl>-2-(4-hydroxyphenyl)glycyl>amino>-3-<3-(phenylseleno)propyl>-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate

Send

Send

Metric Ton KG G Pound L ML

Send

Send