Methyl 2-O-Allyl-3,4-di-O-benzyl-a-D-mannopyranoside

Base Information

• Chemical Name: Methyl 2-O-Allyl-3,4-di-O-benzyl-a-D-mannopyranoside
• CAS No.: 210297-56-6
• Molecular Formula: C24H30 O6
• Molecular Weight: 414.49
• Mol file: 210297-56-6.mol

Synonyms:a-D-Mannopyranoside, methyl3,4-bis-O-(phenylmethyl)-2-O-2-propenyl- (9CI)

Chemical Property of Methyl 2-O-Allyl-3,4-di-O-benzyl-a-D-mannopyranoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.564
• Boiling Point: 538.952°C at 760 mmHg
• Flash Point: 279.748°C
• PSA: 66.38000
• Density: 1.174g/cm³
• LogP: 3.09200
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol

Purity/Quality:

95% ^*data from raw suppliers

Methyl2-O-Allyl-3,4-di-O-benzyl-α-D-mannopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 2-O-Allyl-3,4-di-O-benzyl-α-D-mannopyranoside (cas# 210297-56-6) is a compound useful in organic synthesis.

Technology Process of Methyl 2-O-Allyl-3,4-di-O-benzyl-a-D-mannopyranoside

There total 2 articles about Methyl 2-O-Allyl-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: 96.0%

methyl 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (210297-54-4) → methyl 2-O-allyl-3,4-di-O-benzyl-α-D-mannopyranoside (210297-56-6)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane; for 0.75h; Heating;

DOI:10.1016/S0008-6215(98)00037-8

Reference yield:

methyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (23392-28-1) → methyl 2-O-allyl-3,4-di-O-benzyl-α-D-mannopyranoside (210297-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / NaH (50percent oil susp.) / dimethylformamide / 3 h

2: 96 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 0.75 h / Heating

With lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(98)00037-8

Reference yield:

methyl 2-O-allyl-3,4-di-O-benzyl-α-D-mannopyranoside (210297-56-6) → (2S,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 1h;

DOI:10.1016/S0008-6215(98)00037-8

upstream raw materials:

methyl 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

methyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Downstream raw materials:

(2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran-3-ol

(2S,3S,4S,5S,6R)-3-Allyloxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran

3-[(2S,3S,4S,5S,6R)-4,5-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran-3-yloxy]-1,5-dihydro-benzo[e][1,3,2]dioxaphosphepine 3-oxide

(S)-1-((2R,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol