Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4R,5R,6S)-5-azido-3-benzyloxy-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4R,5R,6S)-5-azido-3-benzyloxy-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester
• CAS No.: 676227-84-2
• Molecular Formula: C₃₄H₃₉Cl₃N₄O₁₃S
• Molecular Weight: 850.128
• Mol file: 676227-84-2.mol

Synonyms:Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4R,5R,6S)-5-azido-3-benzyloxy-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

Chemical Property of Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4R,5R,6S)-5-azido-3-benzyloxy-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4R,5R,6S)-5-azido-3-benzyloxy-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

There total 11 articles about Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4R,5R,6S)-5-azido-3-benzyloxy-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl 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: 97.0%

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-fluoro-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester + (2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-trimethylsilanyloxymethyl-tetrahydro-pyran-4-ol (675876-43-4) → Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4R,5R,6S)-5-azido-3-benzyloxy-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester (676227-84-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2003.12.042

Reference yield: 74.0%

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-fluoro-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester + (2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-triethylsilanyloxymethyl-tetrahydro-pyran-4-ol (676227-83-1) → Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4R,5R,6S)-5-azido-3-benzyloxy-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester (676227-84-2) + C49H57Cl6N5O22S

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃;

DOI:10.1016/j.tetlet.2003.12.042

Reference yield: 70.0%

O-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl] trichloroacetimidate (136945-14-7) + (2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-4-ol (675876-42-3) → (2R,3S,4R,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)-5-(((2,2,2-trichloroethoxy)carbonyl)amino)tetrahydro-2H-pyran-3,4-diyl diacetate (187022-49-7) + Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4R,5R,6S)-5-azido-3-benzyloxy-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester (676227-84-2)

Guidance literature:

With boron trifluoride diethyl etherate; at -78 ℃;

DOI:10.1016/j.tetlet.2003.12.042

upstream raw materials:

O-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl] trichloroacetimidate

(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-4-ol

(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-trimethylsilanyloxymethyl-tetrahydro-pyran-4-ol

(2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-2-phenylsulfanyl-6-triethylsilanyloxymethyl-tetrahydro-pyran-4-ol