methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-(prop-2-enyl)-α-D-altropyranoside

Base Information

• Chemical Name: methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-(prop-2-enyl)-α-D-altropyranoside
• CAS No.: 131529-43-6
• Molecular Formula: C₂₄H₂₈O₅
• Molecular Weight: 396.483
• Mol file: 131529-43-6.mol

Synonyms:methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-(prop-2-enyl)-α-D-altropyranoside

Chemical Property of methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-(prop-2-enyl)-α-D-altropyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-(prop-2-enyl)-α-D-altropyranoside

There total 4 articles about methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-(prop-2-enyl)-α-D-altropyranoside 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:

methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside (66537-92-6) → methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-(prop-2-enyl)-α-D-altropyranoside (131529-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / allylmagnesium chloride / tetrahydrofuran / 2 h

2: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, 15 min, 2.) 17 h

With allylmagnesium bromide; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1071/CH9901681

Reference yield:

methyl 4,6-O-benzylidene-2-deoxy-2-(2-propenyl)-α-D-allohexopyranoside (126108-10-9) + benzyl bromide (100-39-0) → methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-(prop-2-enyl)-α-D-altropyranoside (131529-43-6)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; Yield given. Multistep reaction; 1.) THF, 15 min, 2.) 17 h;

DOI:10.1071/CH9901681

Reference yield:

methyl 4,6-O-benzylidene-2-deoxy-2-C-(prop-2-enyl)-α-D-altropyranoside → methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-(prop-2-enyl)-α-D-altropyranoside (131529-43-6)

Guidance literature:

DOI:10.1081/CAR-200035736

upstream raw materials:

methyl 4,6-O-benzylidene-2-deoxy-2-(2-propenyl)-α-D-allohexopyranoside

benzyl bromide

methyl 4,6-O-benzylidene-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside

Downstream raw materials:

methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-(3-hydroxypropyl)-α-D-altroside

methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-(2-hydroxypropyl)-α-D-altroside

2-(methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-altropyranosid-2-yl)ethanal

1-(methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-altropyranosid-2-yl)4-phenylbut-3-yn-2-ol