(2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-[1-phenyl-meth-(Z)-ylidene]-tetrahydro-pyran

Base Information

• Chemical Name: (2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-[1-phenyl-meth-(Z)-ylidene]-tetrahydro-pyran
• CAS No.: 603963-42-4
• Molecular Formula: C₃₄H₃₄O₄
• Molecular Weight: 506.642

Synonyms:(2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-[1-phenyl-meth-(Z)-ylidene]-tetrahydro-pyran

Chemical Property of (2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-[1-phenyl-meth-(Z)-ylidene]-tetrahydro-pyran

Chemical Property:

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Technology Process of (2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-[1-phenyl-meth-(Z)-ylidene]-tetrahydro-pyran

There total 1 articles about (2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-[1-phenyl-meth-(Z)-ylidene]-tetrahydro-pyran 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:

benzaldehyde (100-52-7) + (3,4,6-tri-O-benzyl-2-deoxy-α/β-D-galactopyranosyl)-triphenylphosphonium tetrafluoroborate → (2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-[1-phenyl-meth-(E)-ylidene]-tetrahydro-pyran (603963-41-3) + (2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-[1-phenyl-meth-(Z)-ylidene]-tetrahydro-pyran (603963-42-4)

Guidance literature:

(3,4,6-tri-O-benzyl-2-deoxy-α/β-D-galactopyranosyl)-triphenylphosphonium tetrafluoroborate; With n-butyllithium; In tetrahydrofuran; at -90 ℃;

benzaldehyde; In tetrahydrofuran; at -90 - 20 ℃;

DOI:10.1016/S0040-4039(02)02665-5

Reference yield: 86.0%

mesitylenecarbonitrile oxide (2904-57-6) + (2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-[1-phenyl-meth-(Z)-ylidene]-tetrahydro-pyran (603963-42-4) → (4R,5S,7R,8R,9R)-8,9-Bis-benzyloxy-7-benzyloxymethyl-4-phenyl-3-(2,4,6-trimethyl-phenyl)-1,6-dioxa-2-aza-spiro[4.5]dec-2-ene

Guidance literature:

In dichloromethane; at 20 ℃; for 480h;

DOI:10.1016/S0040-4039(02)02665-5

Reference yield: 45.0%

ethyl chlorooximidoacetate (95080-93-6) + (2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-[1-phenyl-meth-(Z)-ylidene]-tetrahydro-pyran (603963-42-4) → (4R,5S,7R,8R,9R)-8,9-Bis-benzyloxy-7-benzyloxymethyl-4-phenyl-1,6-dioxa-2-aza-spiro[4.5]dec-2-ene-3-carboxylic acid ethyl ester

Guidance literature:

With aluminum oxide; for 0.25h; microwave irradiation;

DOI:10.1016/S0040-4039(02)02665-5

upstream raw materials:

benzaldehyde

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