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-5a-carba-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-5a-carba-D-arabino-hex-1-enitol
CAS No.:887480-23-1
Molecular Formula:C₄₂H₄₄O₇
Molecular Weight:660.807
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-5a-carba-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-5a-carba-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-5a-carba-D-arabino-hex-1-enitol

There total 6 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-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: 47.0%

: 887480-19-5
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-5a-carba-D-arabino-hex-1-enitol

: 887480-23-1
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-5a-carba-D-arabino-hex-1-enitol

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 65 ℃; for 6h;
DOI:10.1080/07328300600572907

Reference yield:

: 887480-07-1
1,5-anhydro-3,6-di-O-benzyl-2-deoxy-5a-carba-D-arabino-hex-1-enitol

: 887480-23-1
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-5a-carba-D-arabino-hex-1-enitol

Guidance literature:: Multi-step reaction with 3 steps

1: 17 percent / sodium hydride; 15-crown-5 / dimethylformamide / 27 h / 60 °C

2: 91 percent / acetic anhydride; dimethyl sulfoxide / 10 h / 25 °C

3: 47 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 6 h / 65 °C

With 15-crown-5; acetic anhydride; sodium hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; toluene;
DOI:10.1080/07328300600572907

Reference yield:

: 887480-11-7
3-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-mannopyranosyl-(1->4)-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-5a-carba-D-arabino-hex-1-enitol

: 887480-23-1
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-5a-carba-D-arabino-hex-1-enitol

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / acetic anhydride; dimethyl sulfoxide / 10 h / 25 °C

2: 47 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 6 h / 65 °C

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