N-(5a-carba-β-L-fucopyranos-1-yl)-3,4-O-(cyclohexane-1,1-diyl)-5a-carba-β-L-fucopyranosylamine

Base Information

Chemical Name:N-(5a-carba-β-L-fucopyranos-1-yl)-3,4-O-(cyclohexane-1,1-diyl)-5a-carba-β-L-fucopyranosylamine
CAS No.:828269-13-2
Molecular Formula:C₂₀H₃₅NO₆
Molecular Weight:385.501
Hs Code.:

Synonyms:N-(5a-carba-β-L-fucopyranos-1-yl)-3,4-O-(cyclohexane-1,1-diyl)-5a-carba-β-L-fucopyranosylamine

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Chemical Property of N-(5a-carba-β-L-fucopyranos-1-yl)-3,4-O-(cyclohexane-1,1-diyl)-5a-carba-β-L-fucopyranosylamine

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Technology Process of N-(5a-carba-β-L-fucopyranos-1-yl)-3,4-O-(cyclohexane-1,1-diyl)-5a-carba-β-L-fucopyranosylamine

There total 13 articles about N-(5a-carba-β-L-fucopyranos-1-yl)-3,4-O-(cyclohexane-1,1-diyl)-5a-carba-β-L-fucopyranosylamine 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: 40.0%

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

: 432547-03-0
5a-carba-β-L-fucopyranosylamine

: 828269-13-2
N-(5a-carba-β-L-fucopyranos-1-yl)-3,4-O-(cyclohexane-1,1-diyl)-5a-carba-β-L-fucopyranosylamine

Guidance literature:: In isopropyl alcohol; at 120 ℃; for 504000h;
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

: 828269-13-2
N-(5a-carba-β-L-fucopyranos-1-yl)-3,4-O-(cyclohexane-1,1-diyl)-5a-carba-β-L-fucopyranosylamine

Guidance literature:: Multi-step reaction with 11 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

8.1: 98 percent / sodium azide / dimethylformamide / 48 h / 110 °C

9.1: hydrogen / palladium on carbon / ethanol / 4 h / 20 °C

10.1: 109 mg / acetic acid / H₂O / 80 °C

11.1: 40 percent / propan-2-ol / 504000 h / 120 °C

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

Reference yield:

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

: 828269-13-2
N-(5a-carba-β-L-fucopyranos-1-yl)-3,4-O-(cyclohexane-1,1-diyl)-5a-carba-β-L-fucopyranosylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / m-chloroperbenzoic acid; sodium dihydrogen phosphate; sodium hydrogen phosphate / CH₂Cl₂; H₂O / 3 h / 0 °C / pH 6

2: 98 percent / sodium azide / dimethylformamide / 48 h / 110 °C

3: hydrogen / palladium on carbon / ethanol / 4 h / 20 °C

4: 109 mg / acetic acid / H₂O / 80 °C

5: 40 percent / propan-2-ol / 504000 h / 120 °C

With disodium hydrogenphosphate; sodium azide; sodium dihydrogen phosphate; hydrogen; acetic acid; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/j.bmc.2004.09.023