METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE

Base Information

• Chemical Name: METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE
• CAS No.: 79218-87-4
• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.434
• Mol file: 79218-87-4.mol

Synonyms:Methyl3,4-di-O-benzyl-a-D-mannopyranoside

Chemical Property of METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 84 °C
• Refractive Index: 1.587
• Boiling Point: 537.057°C at 760 mmHg
• Flash Point: 278.602°C
• PSA: 77.38000
• Density: 1.245g/cm³
• LogP: 1.88170
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform, Dichloromethane, Ethanol, Ethyl Acetate, Methanol

Purity/Quality:

97% ^*data from raw suppliers

Methyl 3,4-Di-O-benzyl-a-D-mannopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Methyl 3,4-Di-O-benzyl-α-D-mannopyranoside (cas# 79218-87-4) is a compound useful in organic synthesis.

Technology Process of METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE

There total 29 articles about METHYL 3,4-DI-O-BENZYL-A-D-MANNOPYRANOSIDE 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: 100.0%

methyl (R,R)-2,3:4,6-di-O-benzylidene-α-D-mannopyranoside (73395-14-9) → methyl 3,4-di-O-benzyl-α-D-mannopyranoside (57783-73-0,79218-74-9,81561-89-9,86172-90-9,79218-87-4)

Guidance literature:

With borane-THF; di-n-butylboryl trifluoromethanesulfonate; In tetrahydrofuran; for 1h;

DOI:10.1021/jo051360d

Reference yield: 100.0%

methyl 2-O-acetyl-3,4-di-O-benzyl-α-D-mannopyranoside (173778-30-8) → methyl 3,4-di-O-benzyl-α-D-mannopyranoside (57783-73-0,79218-74-9,81561-89-9,86172-90-9,79218-87-4)

Guidance literature:

With methanol; sodium;

DOI:10.1021/jo951194h

Reference yield: 83.5%

methyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside (2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,65877-21-6,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3) → methyl 3,4-di-O-benzyl-β-D-mannopyranoside (57783-73-0,79218-74-9,79218-87-4,81561-89-9,86172-90-9)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane; for 2h; Heating;

DOI:10.1016/0040-4020(82)80083-5

upstream raw materials:

methanol

2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-mannopyranosyl chloride

(2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

methyl 2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-mannopyranoside

Downstream raw materials:

methyl 3,4-di-O-benzyl-6-deoxy-6-ethylthio-α-D-mannopyranoside

methyl 3,4-di-O-benzyl-2-O-(1-bromo-2-methoxy-2-propyl)-6-chloro-6-deoxy-α-D-mannopyranoside

methyl 3,4-di-O-benzyl-2-(1-bromo-2-methoxy-2-propyl)-6-deoxy-6-(ethylthio)-α-D-mannopyranoside

2,4-di-O-benzyl-6-deoxy-3-(2-naphthylmethyl)-6-thiophenyl-β-D-mannopyranosyl-(1->2)-(methyl 3,4-di-O-benzyl-6-deoxy-α-D-mannopyranoside)

Refernces

• 1、 Christina, Alphert E.,Es, Daan Van Der,Dinkelaar, Jasper,Overkleeft, Hermen S.,Marel, Gijsbert A. Van Der,Codee, Jeroen D. C.. "β-Rhamnosides from 6-thio mannosides". supporting information; experimental part. p. 2686 - 2688. Retrieved 2012/04/10.
• 2、 Rathjens,Thiem. "Synthesis of novel mannose-based crown ethers". . p. 211 - 222. Retrieved 2007/10/03.