3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol

Base Information

• Chemical Name: 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol
• CAS No.: 887480-10-6
• Molecular Formula: C₃₅H₃₈O₇
• Molecular Weight: 570.683

Synonyms:3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol

Chemical Property of 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol

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Technology Process of 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol

There total 2 articles about 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol 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: 64.0%

3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-arabino-hex-2-ulopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol (887480-18-4) → 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol (887480-10-6) + 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-glucopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1080/07328300600572907

Reference yield: 45.0%

(1R,3R,6R,10S)-10-hydroxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-8-ene (142789-89-7) + 1,2-O-anhydro-3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-mannopyranose (142789-96-6) → 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol (887480-10-6)

Guidance literature:

With 15-crown-5; sodium hydride; In N,N-dimethyl-formamide; at 60 ℃; for 16h;

DOI:10.1080/07328300600572907

Reference yield: 99.0%

3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol (887480-10-6) → 3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-arabino-hex-2-ulopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol (887480-18-4)

Guidance literature:

With acetic anhydride; dimethyl sulfoxide; at 25 ℃; for 15h;

DOI:10.1080/07328300600572907

upstream raw materials:

3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-arabino-hex-2-ulopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol

(1R,3R,6R,10S)-10-hydroxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-8-ene

1,2-O-anhydro-3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-mannopyranose

Downstream raw materials:

3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-arabino-hex-2-ulopyranosyl-(1->3)-1,5-anhydro-4,6-O-benzylidene-2-deoxy-5a-carba-D-arabino-hex-1-enitol

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