1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-one

Base Information

• Chemical Name: 1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-one
• CAS No.: 863767-41-3
• Molecular Formula: C₃₁H₃₀O₆
• Molecular Weight: 498.576

Synonyms:1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-one

Chemical Property of 1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-one

Chemical Property:

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Technology Process of 1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-one

There total 3 articles about 1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-one 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: 55.0%

1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-ol (863767-40-2) → 1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-one (863767-41-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 12h;

DOI:10.1071/CH04168

Reference yield:

2-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)ethanal (850222-21-8) → 1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-one (863767-41-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / tetrahydrofuran / 4 h / 20 °C

2: 55 percent / pyridinium chlorochromate / CH₂Cl₂ / 12 h

With pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1071/CH04168

Reference yield:

lithium phenylacetylide (4440-01-1) → 1-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-one (863767-41-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / tetrahydrofuran / 4 h / 20 °C

2: 55 percent / pyridinium chlorochromate / CH₂Cl₂ / 12 h

With pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1071/CH04168

upstream raw materials:

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

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

lithium phenylacetylide

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