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

Base Information

Chemical Name:3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-arabino-hex-2-ulopyranosyl-(1->4)-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol
CAS No.:887480-20-8
Molecular Formula:C₄₁H₄₂O₈
Molecular Weight:662.78
Hs Code.:

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

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

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

There total 4 articles about 3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-arabino-hex-2-ulopyranosyl-(1->4)-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-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: 37.0%

: 887480-16-2
3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-arabino-hex-2-ulopyranosyl-(1->4)-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol

: 887480-20-8
3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-arabino-hex-2-ulopyranosyl-(1->4)-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 60 ℃; for 8h;
DOI:10.1080/07328300600572907

Reference yield:

: 887480-08-2
3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol

: 887480-20-8
3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-arabino-hex-2-ulopyranosyl-(1->4)-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / acetic anhydride; dimethyl sulfoxide / 10 h / 25 °C

2: 37 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 8 h / 60 °C

With acetic anhydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene;
DOI:10.1080/07328300600572907

Reference yield:

: 887480-12-8
2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol

: 887480-20-8
3-O-benzyl-4,6-O-benzylidene-5a-carba-β-D-arabino-hex-2-ulopyranosyl-(1->4)-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / sodium methoxide / methanol / 8 h / 20 °C

2: 88 percent / acetic anhydride; dimethyl sulfoxide / 10 h / 25 °C

3: 37 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 8 h / 60 °C

With sodium methylate; acetic anhydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; toluene;
DOI:10.1080/07328300600572907