2-{(1R,3R,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid ethyl ester

Base Information

• Chemical Name: 2-{(1R,3R,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid ethyl ester
• CAS No.: 185148-37-2
• Molecular Formula: C₃₆H₄₉N₃O₆
• Molecular Weight: 619.802

Synonyms:2-{(1R,3R,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid ethyl ester

Chemical Property of 2-{(1R,3R,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{(1R,3R,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid ethyl ester

There total 8 articles about 2-{(1R,3R,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid ethyl ester 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:

2-bromobenzoic acid ethyl ester (6091-64-1) → 2-{(1R,3R,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid ethyl ester (185148-37-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 42 percent / (Ph₃P)4Pd / toluene / Heating

2: 0.217 g / H₂ / 10 percent Pd/C / methanol / 20 h / 760 Torr

3: 100 percent / HCl / dioxane

4: EDC; HOBT; 4-methylmorpholine / 20 °C

5: 100 percent / HCl / ethyl acetate / 20 °C

6: EDC; HOBT; 4-methylmorpholine / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; toluene; 1: Stille coupling;

DOI:10.1016/S0960-894X(03)00261-0

Reference yield:

tert-butyl 3-(trimethylstannyl)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate → 2-{(1R,3R,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid ethyl ester (185148-37-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 42 percent / (Ph₃P)4Pd / toluene / Heating

2: 0.217 g / H₂ / 10 percent Pd/C / methanol / 20 h / 760 Torr

3: 100 percent / HCl / dioxane

4: EDC; HOBT; 4-methylmorpholine / 20 °C

5: 100 percent / HCl / ethyl acetate / 20 °C

6: EDC; HOBT; 4-methylmorpholine / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; toluene; 1: Stille coupling;

DOI:10.1016/S0960-894X(03)00261-0

Reference yield:

3-(2-ethoxycarbonyl-phenyl)-8-aza-bicyclo[3.2.1]oct-2-ene-8-carboxylic acid tert-butyl ester (185099-70-1) → 2-{(1R,3R,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid ethyl ester (185148-37-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 0.217 g / H₂ / 10 percent Pd/C / methanol / 20 h / 760 Torr

2: 100 percent / HCl / dioxane

3: EDC; HOBT; 4-methylmorpholine / 20 °C

4: 100 percent / HCl / ethyl acetate / 20 °C

5: EDC; HOBT; 4-methylmorpholine / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; hydrogenchloride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate;

DOI:10.1016/S0960-894X(03)00261-0

upstream raw materials:

Boc-Aib-OH

2-bromobenzoic acid ethyl ester

2-(tert-butoxycarbonylamino)-5-phenyl-D-pentanoic acid

3-(2-ethoxycarbonyl-phenyl)-8-aza-bicyclo[3.2.1]oct-2-ene-8-carboxylic acid tert-butyl ester

Downstream raw materials:

2-{(1R,3R,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid

2-{(1R,3S,5S)-8-[(R)-2-(2-Amino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-N-ethyl-benzamide

(1-{(R)-1-[(1R,3S,5S)-3-(2-Ethylcarbamoyl-phenyl)-8-aza-bicyclo[3.2.1]octane-8-carbonyl]-4-phenyl-butylcarbamoyl}-1-methyl-ethyl)-carbamic acid tert-butyl ester

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 185148-37-2 2-{(1R,3R,5S)-8-[(R)-2-(2-tert-Butoxycarbonylamino-2-methyl-propionylamino)-5-phenyl-pentanoyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-benzoic acid ethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send