methyl 4,6-O-benzylidene-2,3-di-O-(5-chlorooxapentyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2,3-di-O-(5-chlorooxapentyl)-α-D-glucopyranoside
• CAS No.: 103001-80-5
• Molecular Formula: C₂₂H₃₂Cl₂O₈
• Molecular Weight: 495.397

Synonyms:methyl 4,6-O-benzylidene-2,3-di-O-(5-chlorooxapentyl)-α-D-glucopyranoside

Chemical Property of methyl 4,6-O-benzylidene-2,3-di-O-(5-chlorooxapentyl)-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 4,6-O-benzylidene-2,3-di-O-(5-chlorooxapentyl)-α-D-glucopyranoside

There total 4 articles about methyl 4,6-O-benzylidene-2,3-di-O-(5-chlorooxapentyl)-α-D-glucopyranoside 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: 75.0%

3-oxa-1,5-dichloropentane (111-44-4) + 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 4,6-O-benzylidene-2,3-di-O-(5-chlorooxapentyl)-α-D-glucopyranoside (103001-80-5)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; for 4h; Ambient temperature;

DOI:10.1021/jo00360a050

Reference yield: 20.0%

3-oxa-1,5-dichloropentane (111-44-4) + 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 4,6-O-benzylidene-2,3-O-(3-oxapentylene)-α-D-glucopyranoside + methyl 4,6-O-benzylidene-2,3-di-O-(5-chlorooxapentyl)-α-D-glucopyranoside (103001-80-5)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In water; toluene; at 60 ℃; for 72h;

DOI:10.1016/j.carres.2016.11.016

Reference yield:

methyl 4,6-O-benzylidene-α-D-allopyranoside (79549-74-9) + 3-oxa-1,5-dichloropentane (111-44-4) → (2R,4aR,6S,7R,8R,8aR)-7,8-Bis-[2-(2-chloro-ethoxy)-ethoxy]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine (71397-78-9,71397-80-3,103001-80-5)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; for 4h; Ambient temperature;

DOI:10.1021/jo00360a050

upstream raw materials:

3-oxa-1,5-dichloropentane

(2R,4aR,6R,7R,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

methyl 4,6-O-benzylidene-α-D-allopyranoside

Downstream raw materials:

methyl 4,6-O-benzylidene-2,3-<1,2-benzenediylbis((oxyethoxy)ethyl)>-O-β-D-glucopyranoside

methyl 4,6-O-benzylidene-2,3-<1,2-benzenediylbis((oxyethoxy)ethyl)>-O-α-D-glucopyranoside

methyl 4,6-O-benzylidene-2,3-O-(6-tosyl-3,9-dioxa-6-azaundecylene)-α-D-glucopyranoside

(1S,3R,4R,4aS,17aR)-3-Hydroxymethyl-1-methoxy-11-(toluene-4-sulfonyl)-dodecahydro-2,5,8,14,17-pentaoxa-11-aza-benzocyclopentadecen-4-ol

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