3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetra-deoxy-5,8-(N-benzylamino)-β-L-ido-octa-6-eno-1,4-furanose

Base Information

Chemical Name:3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetra-deoxy-5,8-(N-benzylamino)-β-L-ido-octa-6-eno-1,4-furanose
CAS No.:909705-92-6
Molecular Formula:C₂₅H₂₉NO₄
Molecular Weight:407.51
Hs Code.:

Synonyms:3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetra-deoxy-5,8-(N-benzylamino)-β-L-ido-octa-6-eno-1,4-furanose

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Chemical Property of 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetra-deoxy-5,8-(N-benzylamino)-β-L-ido-octa-6-eno-1,4-furanose

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Technology Process of 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetra-deoxy-5,8-(N-benzylamino)-β-L-ido-octa-6-eno-1,4-furanose

There total 10 articles about 3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetra-deoxy-5,8-(N-benzylamino)-β-L-ido-octa-6-eno-1,4-furanose 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: 84.0%

: 909705-91-5
3-O-benzyl-1,2-O-isopropylidene-5,6,7-trideoxy-5-(N-allyl-N-benzylamino)-β-L-ido-hept-6-eno-1,4-furanose

: 909705-92-6
3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetra-deoxy-5,8-(N-benzylamino)-β-L-ido-octa-6-eno-1,4-furanose

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/jo060823s

Reference yield: 33.0%

: 1285530-64-4
C₂₅H₃₁NO₆S

: 909705-92-6
3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetra-deoxy-5,8-(N-benzylamino)-β-L-ido-octa-6-eno-1,4-furanose

Guidance literature:: With dibromodifluoromethane; potassium hydroxide; In dichloromethane; tert-butyl alcohol; at 5 - 20 ℃; solid phase reaction;
DOI:10.1021/jo101877r

Reference yield:

: C₂₂H₂₅NO₅

: 909705-92-6
3-O-benzyl-1,2-O-isopropylidene-5,6,7,8-tetra-deoxy-5,8-(N-benzylamino)-β-L-ido-octa-6-eno-1,4-furanose

Guidance literature:: Multi-step reaction with 4 steps

1: 11 percent / TMSOTf / tetrahydrofuran; diethyl ether / 1 h / -78 °C

2: 88 percent / zinc; acetic acid; Cu(OAc)2 / H₂O / 1 h / 80 °C

3: 91 percent / anhydrous potassium carbonate / dimethylformamide / 12 h / 20 °C

4: 84 percent / Grubbs first generation catalyst / CH₂Cl₂ / 12 h / 20 °C

With copper diacetate; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; acetic acid; zinc; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo060823s