2-(Acetylamino)-2-deoxy-3-O-acetyl-4,6-O-benzylidene-alpha-D-galactopyranose Trichloroacetimidate

Base Information

• Chemical Name: 2-(Acetylamino)-2-deoxy-3-O-acetyl-4,6-O-benzylidene-alpha-D-galactopyranose Trichloroacetimidate
• CAS No.: 171973-69-6
• Molecular Formula: C₁₉H₂₁Cl₃N₂O₇
• Molecular Weight: 495.744
• Mol file: 171973-69-6.mol

Synonyms:2-(Acetylamino)-2-deoxy-3-O-acetyl-4,6-O-benzylidene-alpha-D-galactopyranose Trichloroacetimidate

Chemical Property of 2-(Acetylamino)-2-deoxy-3-O-acetyl-4,6-O-benzylidene-alpha-D-galactopyranose Trichloroacetimidate

Chemical Property:

• PSA: 119.66000
• LogP: 3.56600
• Solubility.: Dichloromethane
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 494.041434
• Heavy Atom Count: 31
• Complexity: 684

Purity/Quality:

95% ^*data from raw suppliers

2-(Acetylamino)-2-deoxy-3-O-acetyl-4,6-O-benzylidene-α-D-galactopyranoseTrichloroacetimidate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1C(C2C(COC(O2)C3=CC=CC=C3)OC1OC(=N)C(Cl)(Cl)Cl)OC(=O)C
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]2[C@@H](CO[C@@H](O2)C3=CC=CC=C3)O[C@@H]1OC(=N)C(Cl)(Cl)Cl)OC(=O)C
• Uses: Intermediate in the preparation of the T epitope of Threonyl

Technology Process of 2-(Acetylamino)-2-deoxy-3-O-acetyl-4,6-O-benzylidene-alpha-D-galactopyranose Trichloroacetimidate

There total 1 articles about 2-(Acetylamino)-2-deoxy-3-O-acetyl-4,6-O-benzylidene-alpha-D-galactopyranose Trichloroacetimidate 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:

trichloroacetonitrile (545-06-2) + 3-O-acetyl-4,6-O-benzylidenyl-N-acetylgalactosamine → 3-O-acetyl-4,6-O-benzylidenyl-N-acetylgalactosamine trichloroacetimidate (171973-69-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; Yield given;

DOI:10.1016/00404-0399(50)1442K-

Reference yield:

N-Fmoc serine phenacyl ester (125760-26-1) + 3-O-acetyl-4,6-O-benzylidenyl-N-acetylgalactosamine trichloroacetimidate (171973-69-6) → (S)-3-((2S,4aR,6S,7R,8R,8aR)-8-Acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 2-oxo-2-phenyl-ethyl ester

Guidance literature:

With calcium sulfate; boron trifluoride diethyl etherate; In tetrahydrofuran; at -10 ℃;

DOI:10.1016/00404-0399(50)1442K-

Reference yield:

N-(9-fluorenylmethyloxycarbonyl)-L-threonine phenacylester (125760-27-2) + 3-O-acetyl-4,6-O-benzylidenyl-N-acetylgalactosamine trichloroacetimidate (171973-69-6) → (2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-8-Acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 2-oxo-2-phenyl-ethyl ester

Guidance literature:

With calcium sulfate; boron trifluoride diethyl etherate; In tetrahydrofuran; at -10 ℃;

DOI:10.1016/00404-0399(50)1442K-

upstream raw materials:

trichloroacetonitrile

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