BENZYL 2,3-O-ISOPROPYLIDENE-6-TRITYL-ALPHA-D-MANNOFURANOSE

Base Information

• Chemical Name: BENZYL 2,3-O-ISOPROPYLIDENE-6-TRITYL-ALPHA-D-MANNOFURANOSE
• CAS No.: 91364-11-3
• Molecular Formula: C35H36O6
• Molecular Weight: 552.65674
• Mol file: 91364-11-3.mol

Synonyms:BENZYL 2,3-O-ISOPROPYLIDENE-6-TRITYL-ALPHA-D-MANNOFURANOSE;Benzyl2,3-O-isopropylidene-6-trityl-a-D-mannofuranose;PhenylMethyl 2,3-O-(1-Methylethylidene)-6-O-(triphenylMethyl)-α-D-Mannofuranoside

Chemical Property of BENZYL 2,3-O-ISOPROPYLIDENE-6-TRITYL-ALPHA-D-MANNOFURANOSE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 659.645°C at 760 mmHg
• Flash Point: 352.741°C
• PSA: 66.38000
• Density: 1.255g/cm³
• LogP: 5.81780

Purity/Quality:

98% ^*data from raw suppliers

Benzyl2,3-O-Isopropylidene-6-O-trityl-α-D-mannofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BENZYL 2,3-O-ISOPROPYLIDENE-6-TRITYL-ALPHA-D-MANNOFURANOSE

There total 4 articles about BENZYL 2,3-O-ISOPROPYLIDENE-6-TRITYL-ALPHA-D-MANNOFURANOSE 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: 71.0%

trityl chloride (76-83-5) + 1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose (74912-02-0,79940-48-0,94118-99-7,20689-03-6) → 1-O-benzyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose (91364-11-3)

Guidance literature:

With pyridine; at 20 ℃; for 36h;

DOI:10.1002/adsc.201600903

Reference yield:

phenylmethyl 2,3:5,6-di-O-(1-methylethylidene)-α-D-mannofuranoside (54469-08-8,74912-00-8,74912-01-9,20689-02-5) → 1-O-benzyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose (91364-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / 12M HCl / methanol; H₂O / 7 h / Ambient temperature

2: 66 g / pyridine / 18 h / 25 °C

With hydrogenchloride; In pyridine; methanol; water;

DOI:10.1016/0008-6215(84)85084-3

Reference yield:

benzyl chloride (100-44-7) → 1-O-benzyl-2,3-O-isopropylidene-6-O-trityl-α-D-mannofuranose (91364-11-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / methyltri-n-octylammonium chloride, 10M NaOH / benzene / 30 h / Ambient temperature

2: 94 percent / 12M HCl / methanol; H₂O / 7 h / Ambient temperature

3: 66 g / pyridine / 18 h / 25 °C

With hydrogenchloride; sodium hydroxide; Aliquat 336; In pyridine; methanol; water; benzene;

DOI:10.1016/0008-6215(84)85084-3

upstream raw materials:

trityl chloride

1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose

phenylmethyl 2,3:5,6-di-O-(1-methylethylidene)-α-D-mannofuranoside

benzyl chloride

Refernces

• 1、 Legler, Guenter,Juelich, Elisabeth. "SYNTHESIS OF 5-AMINO-5-DEOXY-D-MANNOPYRANOSE AND 1,5-DIDEOXY-1,5-IMINO-D-MANNITOL, AND INHIBITION OF α- AND β-D-MANNOSIDASES". . p. 61 - 72. Retrieved 2007/10/02.