5-(Acetylamino)-2-chloro-2,5-dideoxy-3-S-phenyl-3-thio-D-erythro-α-L-gluco-2-nonulopyranosonic Acid Methyl Ester 4,7,8,9-Tetraacetate

Base Information

• Chemical Name: 5-(Acetylamino)-2-chloro-2,5-dideoxy-3-S-phenyl-3-thio-D-erythro-α-L-gluco-2-nonulopyranosonic Acid Methyl Ester 4,7,8,9-Tetraacetate
• CAS No.: 120104-58-7
• Molecular Formula: C26H32ClNO12S
• Molecular Weight: 618.0498
• Mol file: 120104-58-7.mol

Synonyms:5-(Acetylamino)-2-chloro-2,5-dideoxy-3-S-phenyl-3-thio-D-erythro-α-L-gluco-2-nonulopyranosonic Acid Methyl Ester 4,7,8,9-Tetraacetate

Chemical Property of 5-(Acetylamino)-2-chloro-2,5-dideoxy-3-S-phenyl-3-thio-D-erythro-α-L-gluco-2-nonulopyranosonic Acid Methyl Ester 4,7,8,9-Tetraacetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.555
• Boiling Point: 687.52°C at 760 mmHg
• Flash Point: 369.599°C
• PSA: 195.13000
• Density: 1.37g/cm³
• LogP: 1.90800

Purity/Quality:

99% ^*data from raw suppliers

5-(Acetylamino)-2-chloro-2,5-dideoxy-3-S-phenyl-3-thio-D-erythro-α-L-gluco-2-nonulopyranosonicAcidMethylEster4,7,8,9-Tetraacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of STn epitope

Technology Process of 5-(Acetylamino)-2-chloro-2,5-dideoxy-3-S-phenyl-3-thio-D-erythro-α-L-gluco-2-nonulopyranosonic Acid Methyl Ester 4,7,8,9-Tetraacetate

There total 5 articles about 5-(Acetylamino)-2-chloro-2,5-dideoxy-3-S-phenyl-3-thio-D-erythro-α-L-gluco-2-nonulopyranosonic Acid Methyl Ester 4,7,8,9-Tetraacetate 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: 77.0%

methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate (73960-72-2) + benzenesulfenyl chloride (931-59-9) → (3R,4R,5S,6R)-4-Acetoxy-5-acetylamino-2-chloro-3-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (120104-58-7,120104-59-8,120104-60-1,120123-59-3) + (3S,4R,5S,6R)-4-Acetoxy-5-acetylamino-2-chloro-3-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (120104-58-7,120104-59-8,120104-60-1,120123-59-3)

Guidance literature:

In dichloromethane; at 30 ℃; for 48h;

DOI:10.1246/cl.1988.1657

Reference yield: 77.0%

methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate (73960-72-2) + benzenesulfenyl chloride (931-59-9) → (3R,4R,5S,6R)-4-Acetoxy-5-acetylamino-2-chloro-3-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (120104-58-7,120104-59-8,120104-60-1,120123-59-3) + (3S,4R,5S,6R)-4-Acetoxy-5-acetylamino-2-chloro-3-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (120104-58-7,120104-59-8,120104-60-1,120123-59-3)

Guidance literature:

In dichloromethane; at 30 ℃; for 48h;

DOI:10.1246/cl.1988.1657

Reference yield: 57.0%

methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate (73960-72-2) + benzenesulfenyl chloride (931-59-9) → Methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-3-(phenylthio)-2,3,5-trideoxy-D-erythro-β-L-manno-2-nonulopyranosonate + (2S,3S,4R,5S,6R)-4-Acetoxy-5-acetylamino-2-chloro-3-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (120104-58-7)

Guidance literature:

In dichloromethane; at 30 ℃; for 48h;

DOI:10.1016/0008-6215(96)00015-8

upstream raw materials:

methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate

benzenesulfenyl chloride

methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosyl)onate

(1S,2R)-1-((2R,3R,4S,6R)-3-acetamido-4,6-diacetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

Downstream raw materials:

(2S,3S,4R,5S,6R)-4-Acetoxy-5-acetylamino-3-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

methyl O--(2->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Methyl 5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-3-(phenylthio)-D-erythro-β-L-gluco-2-nonulopyranosonate

Methyl onate

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