1,2-dideoxy-3,4,5,6-di-O-isopropylidene-1,2-C-methylene-1-nitromannitol

Base Information

• Chemical Name: 1,2-dideoxy-3,4,5,6-di-O-isopropylidene-1,2-C-methylene-1-nitromannitol
• CAS No.: 110085-92-2
• Molecular Formula: C13H21 N O6
• Molecular Weight: 287.31
• Mol file: 110085-92-2.mol

Synonyms:D-Mannitol,1,2-dideoxy-1,2-methylene-3,4:5,6-bis-O-(1-methylethylidene)-1-nitro-, (1R)-

Chemical Property of 1,2-dideoxy-3,4,5,6-di-O-isopropylidene-1,2-C-methylene-1-nitromannitol

Chemical Property:

• Vapor Pressure: 1.43E-05mmHg at 25°C
• Boiling Point: 366.8°Cat760mmHg
• Flash Point: 145°C
• PSA: 82.74000
• Density: 1.26g/cm³
• LogP: 1.84640

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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Technology Process of 1,2-dideoxy-3,4,5,6-di-O-isopropylidene-1,2-C-methylene-1-nitromannitol

There total 6 articles about 1,2-dideoxy-3,4,5,6-di-O-isopropylidene-1,2-C-methylene-1-nitromannitol 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: 46.0%

1,2-dideoxy-4,5;6,7-di-O-isopropylidene-3-O-methylsulfonyl-1-nitro-D-manno-heptitol (110085-90-0) → 2-C-(azidomethyl)-1,2-dideoxy-3,4;5,6-di-O-isopropylidene-1-nitro-D-mannitol + (1R)-1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1,2-C-methylene-1-nitro-D-mannitol (110085-92-2) + (1S)-1,2-dideoxy-3,4;5,6-di-O-isopropylidene-1,2-C-methylene-1-nitro-D-mannitol (110170-46-2) + 3-azido-1,2,3-trideoxy-4,5;6,7-di-O-isopropylidene-1-nitro-D-gluco-heptitol

Guidance literature:

With tetrabutylammoniun azide; In toluene; for 1h; Heating;

DOI:10.1016/0008-6215(86)85072-8

Reference yield: 21.0%

(4S,4'R,5R)-2,2,2',2'-tetramethyl-5-((E)-2-nitrovinyl)-4,4'-bi(1,3-dioxolane) (110220-96-7) + trimethylsulfoxonium iodide (1774-47-6) → (4S,5R,4'R)-2,2,2',2'-Tetramethyl-5-((S)-2-nitro-cyclopropyl)-[4,4']bi[[1,3]dioxolanyl] (110085-92-2,110170-46-2,110170-47-3) + (1R)-1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1,2-C-methylene-1-nitro-D-mannitol (110085-92-2) + (1S)-1,2-dideoxy-3,4;5,6-di-O-isopropylidene-1,2-C-methylene-1-nitro-D-mannitol (110170-46-2)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; 10 deg C, 10 min, then RT, 10 min;

DOI:10.1016/0008-6215(86)85072-8

Reference yield: 21.0%

(4S,4'R,5R)-2,2,2',2'-tetramethyl-5-((E)-2-nitrovinyl)-4,4'-bi(1,3-dioxolane) (110220-96-7) + trimethylsulfoxonium iodide (1774-47-6) → (4S,5R,4'R)-2,2,2',2'-Tetramethyl-5-((S)-2-nitro-cyclopropyl)-[4,4']bi[[1,3]dioxolanyl] (110085-92-2,110170-46-2,110170-47-3) + (1R)-1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1,2-C-methylene-1-nitro-D-mannitol (110085-92-2) + (1S)-1,2-dideoxy-3,4;5,6-di-O-isopropylidene-1,2-C-methylene-1-nitro-D-mannitol (110170-46-2)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; 10 deg C, 10 min, then RT, 10 min;

DOI:10.1016/0008-6215(86)85072-8

upstream raw materials:

(4S,4'R,5R)-2,2,2',2'-tetramethyl-5-((E)-2-nitrovinyl)-4,4'-bi(1,3-dioxolane)

trimethylsulfoxonium iodide

(1S)-1,2-dideoxy-3,4;5,6-di-O-isopropylidene-1,2-C-methylene-1-nitro-D-mannitol

1,2-dideoxy-4,5;6,7-di-O-isopropylidene-3-O-methylsulfonyl-1-nitro-D-manno-heptitol

Downstream raw materials:

1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1-nitro-2-C-(phenylthio)methyl-D-mannitol

2-C-aminomethyl-2-deoxy-3,4;5,6-di-O-isopropylidene-1-S-phenyl-1-thio-D-glucitol

phenyl 2-deoxy-2-C-nitromethyl-1-thio-β-D-glucopyranoside

2-C-acetamidomethyl-2-deoxy-3,4;5,6-di-O-isopropylidene-1-S-phenyl-1-thio-D-glucitol

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