5-{(2S,4R)-2-[(1S,2R)-1-Ethoxycarbonyl-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propylcarbamoyl]-4-hydroxy-pyrrolidin-1-yl}-5-oxo-pentanoic acid benzyl ester

Base Information

• Chemical Name: 5-{(2S,4R)-2-[(1S,2R)-1-Ethoxycarbonyl-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propylcarbamoyl]-4-hydroxy-pyrrolidin-1-yl}-5-oxo-pentanoic acid benzyl ester
• CAS No.: 178271-95-9
• Molecular Formula: C₅₀H₆₀N₂O₁₂
• Molecular Weight: 881.033

Synonyms:5-{(2S,4R)-2-[(1S,2R)-1-Ethoxycarbonyl-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propylcarbamoyl]-4-hydroxy-pyrrolidin-1-yl}-5-oxo-pentanoic acid benzyl ester

Chemical Property of 5-{(2S,4R)-2-[(1S,2R)-1-Ethoxycarbonyl-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propylcarbamoyl]-4-hydroxy-pyrrolidin-1-yl}-5-oxo-pentanoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{(2S,4R)-2-[(1S,2R)-1-Ethoxycarbonyl-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propylcarbamoyl]-4-hydroxy-pyrrolidin-1-yl}-5-oxo-pentanoic acid benzyl ester

There total 9 articles about 5-{(2S,4R)-2-[(1S,2R)-1-Ethoxycarbonyl-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propylcarbamoyl]-4-hydroxy-pyrrolidin-1-yl}-5-oxo-pentanoic acid benzyl 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:

glutaric acid monobenzyl ester (54322-10-0) + (2S,3R)-2-[((2S,4R)-4-Hydroxy-pyrrolidine-2-carbonyl)-amino]-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyric acid ethyl ester → 5-{(2S,4R)-2-[(1S,2R)-1-Ethoxycarbonyl-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propylcarbamoyl]-4-hydroxy-pyrrolidin-1-yl}-5-oxo-pentanoic acid benzyl ester (178271-95-9)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; at 0 ℃; for 10h; Yield given;

DOI:10.1021/ja952265x

Reference yield:

glutaric anhydride, (108-55-4) → 5-{(2S,4R)-2-[(1S,2R)-1-Ethoxycarbonyl-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propylcarbamoyl]-4-hydroxy-pyrrolidin-1-yl}-5-oxo-pentanoic acid benzyl ester (178271-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / 50 °C

2: HOBt, EDC / tetrahydrofuran / 10 h / 0 °C

With pyridine; dmap; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja952265x

Reference yield:

ethyl (2S,3R)-3-hydroxy-2-tert-butylcarbonylaminobutanoate (84500-44-7) → 5-{(2S,4R)-2-[(1S,2R)-1-Ethoxycarbonyl-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propylcarbamoyl]-4-hydroxy-pyrrolidin-1-yl}-5-oxo-pentanoic acid benzyl ester (178271-95-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 4A molecular sieves, TfOH / CH₂Cl₂ / 1 h / -15 °C

2: TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

3: Et₃N, HPBt, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) 0 deg C to RT, 15 h

4: HNEt₂ / tetrahydrofuran / 2 h / Ambient temperature

5: HOBt, EDC / tetrahydrofuran / 10 h / 0 °C

With trifluorormethanesulfonic acid; 4 A molecular sieve; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja952265x

upstream raw materials:

glutaric acid monobenzyl ester

glutaric anhydride,

ethyl (2S,3R)-3-hydroxy-2-tert-butylcarbonylaminobutanoate

N-Fmoc-trans-4-Hydroxy-L-Proline

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 178271-95-9 5-{(2S,4R)-2-[(1S,2R)-1-Ethoxycarbonyl-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propylcarbamoyl]-4-hydroxy-pyrrolidin-1-yl}-5-oxo-pentanoic acid benzyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send