(1S,2S,3S,4R,5R)-2-methyl-4-<(p-toluenesulfonyl)-oxy>-6,8-dioxabicyclo<3.2.1>octan-3-ol

Base Information

Chemical Name:(1S,2S,3S,4R,5R)-2-methyl-4-<(p-toluenesulfonyl)-oxy>-6,8-dioxabicyclo<3.2.1>octan-3-ol
CAS No.:85433-11-0
Molecular Formula:C₁₄H₁₈O₆S
Molecular Weight:314.359
Hs Code.:

Synonyms:(1S,2S,3S,4R,5R)-2-methyl-4-<(p-toluenesulfonyl)-oxy>-6,8-dioxabicyclo<3.2.1>octan-3-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S,3S,4R,5R)-2-methyl-4-<(p-toluenesulfonyl)-oxy>-6,8-dioxabicyclo<3.2.1>octan-3-ol

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Technology Process of (1S,2S,3S,4R,5R)-2-methyl-4-<(p-toluenesulfonyl)-oxy>-6,8-dioxabicyclo<3.2.1>octan-3-ol

There total 3 articles about (1S,2S,3S,4R,5R)-2-methyl-4-<(p-toluenesulfonyl)-oxy>-6,8-dioxabicyclo<3.2.1>octan-3-ol 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: 91.0%

: 6167-32-4
1,6:3,4-dianhydro-2-O-tosyl-D-galactose

: 676-58-4
methylmagnesium chloride

: 85433-11-0
(1S,2S,3S,4R,5R)-2-methyl-4-<(p-toluenesulfonyl)-oxy>-6,8-dioxabicyclo<3.2.1>octan-3-ol

Guidance literature:: With copper(l) iodide; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

: 498-07-7
levoglucosan

: 85433-11-0
(1S,2S,3S,4R,5R)-2-methyl-4-<(p-toluenesulfonyl)-oxy>-6,8-dioxabicyclo<3.2.1>octan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) pyridine, 2.) NaOMe-MeOH / 1.) 20 deg C, 48 h, 2.) 20 deg C, 36 h

2: 86 percent / CuBr*Me₂S / tetrahydrofuran / 96 h / -10 °C

With pyridine; methanol; copper(I) bromide dimethylsulfide complex; sodium methylate; In tetrahydrofuran;
DOI:10.1039/c39830000630

Reference yield:

: C₂₀H₂₂O₉S₂

: 85433-11-0
(1S,2S,3S,4R,5R)-2-methyl-4-<(p-toluenesulfonyl)-oxy>-6,8-dioxabicyclo<3.2.1>octan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: NaOMe, MeOH / CHCl₃ / 0.5 h / 0 °C

2: CuCl / tetrahydrofuran / 12 h / 25 °C

With methanol; sodium methylate; copper(l) chloride; In tetrahydrofuran; chloroform;
DOI:10.1016/S0040-4020(01)85586-1