(S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester

Base Information

• Chemical Name: (S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester
• CAS No.: 827025-80-9
• Molecular Formula: C₆₄H₇₂N₂O₁₅
• Molecular Weight: 1109.28

Synonyms:

Chemical Property of (S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester

There total 3 articles about (S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic 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: 25.0%

2,2',3,3',4,4'-hexa-O-benzyl-α-D-trehalopyranuronic acid (827025-76-3) + (S)-alanine ethyl ester hydrochloride (1115-59-9) → (S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester (827025-80-9)

Guidance literature:

With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 50 ℃; for 12h;

DOI:10.1016/j.bmc.2004.09.033

Reference yield:

C54H54O11 (897365-18-3) → (S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester (827025-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / sodium chlorite; hydrogen peroxide; sodium dihydrogen phosphate / H₂O; acetonitrile / 12 h / 0 - 20 °C

2: 25 percent / pyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / 12 h / 50 °C

With pyridine; sodium chlorite; sodium dihydrogen phosphate; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; acetonitrile;

DOI:10.1016/j.bmc.2004.09.033

Reference yield:

[(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-methanol (125177-97-1,128188-35-2,74501-33-0) → (S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester (827025-80-9)

Guidance literature:

Multi-step reaction with 3 steps

1: dimethylsulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / -65 - 0 °C

2: 79 percent / sodium chlorite; hydrogen peroxide; sodium dihydrogen phosphate / H₂O; acetonitrile / 12 h / 0 - 20 °C

3: 25 percent / pyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / 12 h / 50 °C

With pyridine; sodium chlorite; sodium dihydrogen phosphate; oxalyl dichloride; dihydrogen peroxide; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; water; acetonitrile; 1: Swern oxidation;

DOI:10.1016/j.bmc.2004.09.033

upstream raw materials:

2,2',3,3',4,4'-hexa-O-benzyl-α-D-trehalopyranuronic acid

(S)-alanine ethyl ester hydrochloride

C₅₄H₅₄O₁₁

[(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-methanol

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 827025-80-9 (S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send