1,2-anhydro-3,4-O-(cyclohexane-1,1-diyl)-2,6-dideoxy-5a-carba-α-L-fucopyranose

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Chemical Name:1,2-anhydro-3,4-O-(cyclohexane-1,1-diyl)-2,6-dideoxy-5a-carba-α-L-fucopyranose
CAS No.:628724-24-3
Molecular Formula:C₁₃H₂₀O₃
Molecular Weight:224.3
Hs Code.:

Synonyms:

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Chemical Property of 1,2-anhydro-3,4-O-(cyclohexane-1,1-diyl)-2,6-dideoxy-5a-carba-α-L-fucopyranose

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Technology Process of 1,2-anhydro-3,4-O-(cyclohexane-1,1-diyl)-2,6-dideoxy-5a-carba-α-L-fucopyranose

There total 9 articles about 1,2-anhydro-3,4-O-(cyclohexane-1,1-diyl)-2,6-dideoxy-5a-carba-α-L-fucopyranose 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: 90.0%

: 828268-88-8
1,5-anhydro-3,4-O-(cyclohexane-1,1-diyl)-2,6-dideoxy-5a-carba-L-lyxo-hex-1-enitol

: 628724-24-3,828268-89-9
1,2-anhydro-3,4-O-(cyclohexane-1,1-diyl)-2,6-dideoxy-5a-carba-α-L-fucopyranose

Guidance literature:: With disodium hydrogenphosphate; sodium dihydrogen phosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water; at 0 ℃; for 3h; pH=6;
DOI:10.1016/j.bmc.2004.09.023

Reference yield:

: 3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-5a-carba-β-L-glucopyranosyl bromide

: 628724-24-3,828268-89-9
1,2-anhydro-3,4-O-(cyclohexane-1,1-diyl)-2,6-dideoxy-5a-carba-α-L-fucopyranose

Guidance literature:: Multi-step reaction with 7 steps

1.1: 32 percent / zinc; acetic acid / 2 h / 80 °C

2.1: sodium methoxide / methanol / 1 h / 20 °C

3.1: pyridine / 15 h / 0 °C

3.2: 0.87 g / 4-dimethylaminopyridine / 17 h / 20 °C

4.1: dimethylformamide; H₂O / 15 h / 110 °C

5.1: 0.34 g / sodium methoxide / methanol / 3 h / 20 °C

6.1: 85 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 2 h / 20 °C

7.1: 90 percent / m-chloroperbenzoic acid; sodium dihydrogen phosphate; sodium hydrogen phosphate / CH₂Cl₂; H₂O / 3 h / 0 °C / pH 6

With pyridine; disodium hydrogenphosphate; sodium dihydrogen phosphate; sodium methylate; toluene-4-sulfonic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid; zinc; In methanol; dichloromethane; water; N,N-dimethyl-formamide; 2.1: Zemplen de-O-acetylation / 5.1: Zemplen de-O-acylation;
DOI:10.1016/j.bmc.2004.09.023

Reference yield:

: C₂₁H₂₀O₄

: 628724-24-3,828268-89-9
1,2-anhydro-3,4-O-(cyclohexane-1,1-diyl)-2,6-dideoxy-5a-carba-α-L-fucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 0.34 g / sodium methoxide / methanol / 3 h / 20 °C

2: 85 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 2 h / 20 °C

3: 90 percent / m-chloroperbenzoic acid; sodium dihydrogen phosphate; sodium hydrogen phosphate / CH₂Cl₂; H₂O / 3 h / 0 °C / pH 6

With disodium hydrogenphosphate; sodium dihydrogen phosphate; sodium methylate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Zemplen de-O-acylation;
DOI:10.1016/j.bmc.2004.09.023