3,4,6-Tri-O-acetyl-1,2-O-<1-(exo-isopropoxy)ethylidene>-α-D-glucopyranose

Base Information

• Chemical Name: 3,4,6-Tri-O-acetyl-1,2-O-<1-(exo-isopropoxy)ethylidene>-α-D-glucopyranose
• CAS No.: 38184-00-8
• Molecular Formula: C₁₇H₂₆O₁₀
• Molecular Weight: 390.387

Synonyms:3,4,6-Tri-O-acetyl-1,2-O-<1-(exo-isopropoxy)ethylidene>-α-D-glucopyranose

Chemical Property of 3,4,6-Tri-O-acetyl-1,2-O-<1-(exo-isopropoxy)ethylidene>-α-D-glucopyranose

Chemical Property:

Purity/Quality:

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Technology Process of 3,4,6-Tri-O-acetyl-1,2-O-<1-(exo-isopropoxy)ethylidene>-α-D-glucopyranose

There total 4 articles about 3,4,6-Tri-O-acetyl-1,2-O-<1-(exo-isopropoxy)ethylidene>-α-D-glucopyranose 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:

isopropyl alcohol (67-63-0,8013-70-5) + 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride (4451-36-9) → 3,4,6-Tri-O-acetyl-1,2-O-<1-(exo-isopropoxy)ethylidene>-α-D-glucopyranose (38184-00-8) + 3,4,6-Tri-O-acetyl-α-D-glucopyranose 1,2-(2-endo-propyl orthoacetate) (63950-43-6)

Guidance literature:

With 2,4,6-trimethyl-pyridine; silver nitrate; In acetonitrile; for 5h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/0008-6215(85)85014-X

Reference yield:

→ Tri-O-acetyl-α-D-glucopyranose-1,2- (4715-04-2,20672-70-2,38184-00-8,58560-73-9,63950-43-6,65336-77-8,103002-28-4,103002-30-8)

Guidance literature:

Tetra-O-acetyl-α-D-glucopyranosylbromid, Erwaermen mit Isopropanol in sym.-Collidin, Ggw. von Tetra-butyl-ammonium-bromid;

DOI:10.1139/v65-298

Reference yield:

→ Acetic acid (3aR,5R,7aR)-6-acetoxy-5-acetoxymethyl-2-isopropoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester (4715-04-2,20672-70-2,38184-00-8,58560-73-9,63950-43-6,65336-77-8,103002-28-4,103002-30-8)

Guidance literature:

Tetra-O-acetyl-α-D-glucopyranosylbromid, Ethoxycarbonylmethylenphenylphosphoran, i-Propanol;

upstream raw materials:

isopropyl alcohol

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride

Downstream raw materials:

3,4,6-tri-O-benzyl-1,2-O-(exo-isopropyloxyethylidene)-α-D-glucopyranose

Trifluoro-methanesulfonic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

methyl 2-O-acetyl-3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-1→4-(2,3,6-tri-O-benzyl)-β-D-glucopyranoside

methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

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