6-benzyloxycarbamoyl-7-isobutyl-9-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-10-carboxylic acid

Base Information

• Chemical Name: 6-benzyloxycarbamoyl-7-isobutyl-9-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-10-carboxylic acid
• CAS No.: 191406-82-3
• Molecular Formula: C₂₇H₃₄N₂O₆
• Molecular Weight: 482.577

Synonyms:6-benzyloxycarbamoyl-7-isobutyl-9-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-10-carboxylic acid

Chemical Property of 6-benzyloxycarbamoyl-7-isobutyl-9-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-10-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-benzyloxycarbamoyl-7-isobutyl-9-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-10-carboxylic acid

There total 10 articles about 6-benzyloxycarbamoyl-7-isobutyl-9-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-10-carboxylic acid 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: 99.0%

methyl (6S,7R,10S)-6-{[(benzyloxy)amino]carbonyl}-7-isobutyl-8-oxo-2-oxa-9-azabicyclo[10.2.2]hexadeca-1(14),12,15-triene-10-carboxylate (191406-81-2) → 6-benzyloxycarbamoyl-7-isobutyl-9-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1(15),12(16),13-triene-10-carboxylic acid (191406-82-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/jm010127e

Reference yield:

Benzyl 3S-(3-bromopropyl)-3-t-butoxycarbonyl-2(R)-isobutylpropanoate (191406-76-5) → 6-benzyloxycarbamoyl-7-isobutyl-9-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1(15),12(16),13-triene-10-carboxylic acid (191406-82-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / H₂ / Pd/C / methanol / 3 h

2: 75 percent / NMM; TBTU / dimethylformamide / 2 h / 20 °C

3: 74 percent / Cs₂CO₃ / dimethylformamide; dimethylsulfoxide / 0.5 h / 80 °C

4: 99 percent / TFA / 1 h / 20 °C

5: 81 percent / NMM; HATU / dimethylformamide / 20 - 60 °C

6: 99 percent / aq. LiOH / tetrahydrofuran / 2 h / 20 °C

With 4-methyl-morpholine; lithium hydroxide; hydrogen; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm010127e

Reference yield:

4-benzyl 1-tert-butyl (2S,3R)-2-(3-hydroxypropyl)-3-isobutylbutanedioate (191406-75-4) → 6-benzyloxycarbamoyl-7-isobutyl-9-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1(15),12(16),13-triene-10-carboxylic acid (191406-82-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 65 percent / CBr₄; PPh₃; imidazole / CH₂Cl₂ / 3.33 h / 0 - 20 °C

2: 99 percent / H₂ / Pd/C / methanol / 3 h

3: 75 percent / NMM; TBTU / dimethylformamide / 2 h / 20 °C

4: 74 percent / Cs₂CO₃ / dimethylformamide; dimethylsulfoxide / 0.5 h / 80 °C

5: 99 percent / TFA / 1 h / 20 °C

6: 81 percent / NMM; HATU / dimethylformamide / 20 - 60 °C

7: 99 percent / aq. LiOH / tetrahydrofuran / 2 h / 20 °C

With 4-methyl-morpholine; 1H-imidazole; lithium hydroxide; carbon tetrabromide; hydrogen; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triphenylphosphine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm010127e

upstream raw materials:

methyl (6S,7R,10S)-6-{[(benzyloxy)amino]carbonyl}-7-isobutyl-8-oxo-2-oxa-9-azabicyclo[10.2.2]hexadeca-1⁽¹⁴⁾,12,15-triene-10-carboxylate

L-tyrosine methyl ester HCl

(2R,3S)-6-bromo-3-(tert-butoxycarbonyl)-2-isobutylhexanoic acid

Benzyl 3S-(3-bromopropyl)-3-t-butoxycarbonyl-2(R)-isobutylpropanoate

Downstream raw materials:

(6S,7R,10S)-7-Isobutyl-8-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-6,10-dicarboxylic acid 6-(benzyloxy-amide) 10-methylamide

(6S,7R,10S)-7-Isobutyl-8-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-6,10-dicarboxylic acid 6-(benzyloxy-amide) 10-methylcarbamoylmethyl-amide

(6S,7R,10S)-7-Isobutyl-8-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-6,10-dicarboxylic acid 6-(benzyloxy-amide) 10-[((S)-1-methylcarbamoyl-ethyl)-amide]

(6S,7R,10S)-7-Isobutyl-8-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-6,10-dicarboxylic acid 6-(benzyloxy-amide) 10-[((R)-1-methylcarbamoyl-ethyl)-amide]

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 191406-82-3 6-benzyloxycarbamoyl-7-isobutyl-9-oxo-2-oxa-9-aza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-10-carboxylic acid

Send

Send

Metric Ton KG G Pound L ML

Send

Send