2-O-benzoyl-4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose

Base Information

Chemical Name:2-O-benzoyl-4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose
CAS No.:257925-77-2
Molecular Formula:C₁₉H₂₅NO₄Se
Molecular Weight:410.372
Hs Code.:

Synonyms:2-O-benzoyl-4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose

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Chemical Property of 2-O-benzoyl-4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose

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Technology Process of 2-O-benzoyl-4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose

There total 7 articles about 2-O-benzoyl-4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose 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: 84.0%

: 98-88-4
benzoyl chloride

: 257925-71-6
4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose

: 257925-77-2
2-O-benzoyl-4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose

Guidance literature:: With dmap; triethylamine; In dichloromethane; at -50 - -20 ℃; for 1h;
DOI:10.1071/CH99030

Reference yield:

: 257925-66-9
acetyl 2,3-di-O-acetyl-4,6-O-benzyliden-D-glucopyranoside

: 257925-77-2
2-O-benzoyl-4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: H₂; AcCl / 10 percent Pd-C / ethyl acetate; methanol / 6 h

2: pyridine / 2.5 h / 0 - 20 °C

3: 77 percent / HBr / acetic acid / 48 h / 20 °C

4: 76 percent / NaBH₄; Se / ethanol; dimethylformamide

5: 83 percent / NaOMe / methanol / 0 °C

6: 87 percent / butan-1-ol / 16 h / 100 °C

7: 84 percent / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / -50 - -20 °C

With pyridine; dmap; selenium; sodium tetrahydroborate; hydrogen bromide; hydrogen; sodium methylate; triethylamine; acetyl chloride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide; butan-1-ol; 1: Hydrogenolysis / 2: Esterification / 3: Substitution / 4: Cyclization / 5: Epoxidation / 6: Addition / 7: Esterification;
DOI:10.1071/CH99030

Reference yield:

: 178319-23-8
2,3-di-O-acetyl-4,6-di-O-methylsulfonyl-α-D-glucopyranosyl bromide

: 257925-77-2
2-O-benzoyl-4-cyclohexylamino-1,6-episeleno-1,4,6-trideoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / NaBH₄; Se / ethanol; dimethylformamide

2: 83 percent / NaOMe / methanol / 0 °C

3: 87 percent / butan-1-ol / 16 h / 100 °C

4: 84 percent / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / -50 - -20 °C

With dmap; selenium; sodium tetrahydroborate; sodium methylate; triethylamine; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; butan-1-ol; 1: Cyclization / 2: Epoxidation / 3: Addition / 4: Esterification;
DOI:10.1071/CH99030