1D-(1,3/2,4)-1-O-acetyl-1-benzyloxymethyl-2,3,4-tri-O-benzyltetrahydroxycyclohex-5-ene

Base Information

Chemical Name:1D-(1,3/2,4)-1-O-acetyl-1-benzyloxymethyl-2,3,4-tri-O-benzyltetrahydroxycyclohex-5-ene
CAS No.:128500-12-9
Molecular Formula:C₃₇H₃₈O₆
Molecular Weight:578.705
Hs Code.:

Synonyms:1D-(1,3/2,4)-1-O-acetyl-1-benzyloxymethyl-2,3,4-tri-O-benzyltetrahydroxycyclohex-5-ene

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Chemical Property of 1D-(1,3/2,4)-1-O-acetyl-1-benzyloxymethyl-2,3,4-tri-O-benzyltetrahydroxycyclohex-5-ene

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Technology Process of 1D-(1,3/2,4)-1-O-acetyl-1-benzyloxymethyl-2,3,4-tri-O-benzyltetrahydroxycyclohex-5-ene

There total 10 articles about 1D-(1,3/2,4)-1-O-acetyl-1-benzyloxymethyl-2,3,4-tri-O-benzyltetrahydroxycyclohex-5-ene 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: 81.0%

: 108-24-7
acetic anhydride

: 128500-09-4,1219194-46-3
(1D)-(1,3/2,4)-1,2,3-tri-O-benzyl-4-C-[(benzyloxy)methyl]cyclohex-5-ene-1,2,3,4-tetrol

: 128500-12-9
1D-(1,3/2,4)-1-O-acetyl-1-benzyloxymethyl-2,3,4-tri-O-benzyltetrahydroxycyclohex-5-ene

Guidance literature:: With pyridine; dmap; at 60 ℃; for 5h;
DOI:10.1071/C96151

Reference yield:

: 13265-83-3
methyl 6-deoxy-α-D-xylo-hex-5-enopyranoside

: 128500-12-9
1D-(1,3/2,4)-1-O-acetyl-1-benzyloxymethyl-2,3,4-tri-O-benzyltetrahydroxycyclohex-5-ene

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydride, tetrabutylammonium iodide / dimethylformamide / 4 h

2: 23 g / mercury(II) trifluoroacetate / acetone; H₂O / 6 h

3: mesyl chloride, Et₃N / CH₂Cl₂

4: 1.) magnesium, HgCl₂ / 1.) THF, 2.) THF -78 deg C -> 0 deg C

5: 81 percent / pyridine, 4-dimethylaminopyridine / 5 h / 60 °C

With pyridine; dmap; mercury(II) trifluoroacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; magnesium; methanesulfonyl chloride; triethylamine; mercury dichloride; In dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1071/C96151

Reference yield:

: 100-39-0
benzyl bromide

: 128500-12-9
1D-(1,3/2,4)-1-O-acetyl-1-benzyloxymethyl-2,3,4-tri-O-benzyltetrahydroxycyclohex-5-ene

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydride, tetrabutylammonium iodide / dimethylformamide / 4 h

2: 23 g / mercury(II) trifluoroacetate / acetone; H₂O / 6 h

3: mesyl chloride, Et₃N / CH₂Cl₂

4: 1.) magnesium, HgCl₂ / 1.) THF, 2.) THF -78 deg C -> 0 deg C

5: 81 percent / pyridine, 4-dimethylaminopyridine / 5 h / 60 °C

With pyridine; dmap; mercury(II) trifluoroacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; magnesium; methanesulfonyl chloride; triethylamine; mercury dichloride; In dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1071/C96151