1L(1,2,4/3,5)-1-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-5-C-methoxycarbonylmethylcyclohexan-1,2,3,4-tetrol

Base Information

Chemical Name:1L(1,2,4/3,5)-1-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-5-C-methoxycarbonylmethylcyclohexan-1,2,3,4-tetrol
CAS No.:359642-19-6
Molecular Formula:C₂₁H₂₈O₇
Molecular Weight:392.449
Hs Code.:

Synonyms:1L(1,2,4/3,5)-1-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-5-C-methoxycarbonylmethylcyclohexan-1,2,3,4-tetrol

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Chemical Property of 1L(1,2,4/3,5)-1-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-5-C-methoxycarbonylmethylcyclohexan-1,2,3,4-tetrol

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Technology Process of 1L(1,2,4/3,5)-1-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-5-C-methoxycarbonylmethylcyclohexan-1,2,3,4-tetrol

There total 6 articles about 1L(1,2,4/3,5)-1-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-5-C-methoxycarbonylmethylcyclohexan-1,2,3,4-tetrol 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: 63.0%

: 359642-17-4
methyl 7-O-acetyl-4-O-benzyl-8-bromo-2,3,8-trideoxy-4,5-O-isopropylidene-D-gluco-oct-2-enonate

: 359642-19-6
1L(1,2,4/3,5)-1-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-5-C-methoxycarbonylmethylcyclohexan-1,2,3,4-tetrol

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;
DOI:10.1016/S0008-6215(01)00116-1

Reference yield:

: 149557-49-3
4-O-benzyl-2,3:5,6-di-O-isopropylidene-D-glucose diethyl dithioacetal

: 359642-19-6
1L(1,2,4/3,5)-1-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-5-C-methoxycarbonylmethylcyclohexan-1,2,3,4-tetrol

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / AcOH / H₂O / 20 °C

2: 61 percent / PPh₃; CBr₄ / tetrahydrofuran / 0.75 h / 20 °C

3: 51 percent / pyridine / 20 °C

4: 63 percent / HgO; HgCl₂ / acetone; H₂O / Heating

5: 72 percent / toluene / 24 h / 20 °C

6: 63 percent / HSnBu₃; AIBN / toluene / Heating

With pyridine; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; tri-n-butyl-tin hydride; acetic acid; triphenylphosphine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; water; acetone; toluene;
DOI:10.1016/S0008-6215(01)00116-1

Reference yield:

: 359642-13-0
Acetic acid (1S,2S)-2-benzyloxy-1-bromomethyl-2-((4S,5R)-5-formyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester

: 359642-19-6
1L(1,2,4/3,5)-1-O-acetyl-2-O-benzyl-3,4-O-isopropylidene-5-C-methoxycarbonylmethylcyclohexan-1,2,3,4-tetrol

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / toluene / 24 h / 20 °C

2: 63 percent / HSnBu₃; AIBN / toluene / Heating

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene;
DOI:10.1016/S0008-6215(01)00116-1