.beta.-D-Glucopyranose, 1,6-anhydro-2-deoxy-4-O-(phenylmethyl)-2-(2-propenyl)-

Base Information

• Chemical Name: .beta.-D-Glucopyranose, 1,6-anhydro-2-deoxy-4-O-(phenylmethyl)-2-(2-propenyl)-
• CAS No.: 104206-19-1
• Molecular Formula: C16H20 O4
• Molecular Weight: 276.33

Synonyms:b-D-Glucopyranose,1,6-anhydro-2-deoxy-4-O-(phenylmethyl)-2-(2-propenyl)- (9CI); 6,8-Dioxabicyclo[3.2.1]octane,b-D-glucopyranose deriv.

Chemical Property of .beta.-D-Glucopyranose, 1,6-anhydro-2-deoxy-4-O-(phenylmethyl)-2-(2-propenyl)-

Chemical Property:

• PSA: 47.92000
• LogP: 1.88010

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of .beta.-D-Glucopyranose, 1,6-anhydro-2-deoxy-4-O-(phenylmethyl)-2-(2-propenyl)-

There total 4 articles about .beta.-D-Glucopyranose, 1,6-anhydro-2-deoxy-4-O-(phenylmethyl)-2-(2-propenyl)- 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: 90.0%

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose (33208-47-8) + allylmagnesium bromide (2622-05-1) → 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-(2-propenyl)-β-D-glucopyranose (104206-19-1)

Guidance literature:

In diethyl ether;

DOI:10.1016/S0040-4039(00)84027-7

Reference yield: 79.0%

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose (33208-47-8) + allylmagnesium bromide (1730-25-2) → 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-(2-propenyl)-β-D-glucopyranose (104206-19-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 60 ℃; for 2h;

DOI:10.1021/ol027458l

Reference yield:

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose (33208-47-8) + diallylmagnesium (6928-75-2) → 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-(2-propenyl)-β-D-glucopyranose (104206-19-1)

Guidance literature:

In diethyl ether; Ambient temperature;

DOI:10.1016/S0040-4039(00)75797-2

upstream raw materials:

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose

allylmagnesium bromide

diallylmagnesium

4-O-benzyl-1,6:2,3-dianhydro-β-D-allopyranoside

Downstream raw materials:

Acetic acid (1R,2S,3R,4R,5R)-4-allyl-2-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

1,6-anhydro-4-O-benzyl-2-deoxy-3-O-myristoyl-2-(prop-2-enyl)-β-D-glucopyranose

methyl-2-C-allyl-4-O-benzyl-2-deoxy-3,6-di-O-methanesulphonyl-α-D-glucopyranoside

3,6-di-O-acetyl-1,5-anhydro-4-O-benzyl-2-deoxy-2-C-(2-propenyl)-D-glucitol

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