benzyl 4-O-benzoyl-3-O-[4-O-benzoyl-3-O-(3,3'-anhydro-2,6-dideoxy-3-C-hydroxymethyl-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranoside

Base Information

Chemical Name:benzyl 4-O-benzoyl-3-O-[4-O-benzoyl-3-O-(3,3'-anhydro-2,6-dideoxy-3-C-hydroxymethyl-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranoside
CAS No.:108319-66-0
Molecular Formula:C₄₀H₄₆O₁₂
Molecular Weight:718.798
Hs Code.:

benzyl 4-O-benzoyl-3-O-[4-O-benzoyl-3-O-(3,3'-anhydro-2,6-dideoxy-3-C-hydroxymethyl-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranoside

Synonyms:benzyl 4-O-benzoyl-3-O-[4-O-benzoyl-3-O-(3,3'-anhydro-2,6-dideoxy-3-C-hydroxymethyl-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranoside

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Chemical Property of benzyl 4-O-benzoyl-3-O-[4-O-benzoyl-3-O-(3,3'-anhydro-2,6-dideoxy-3-C-hydroxymethyl-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranoside

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Technology Process of benzyl 4-O-benzoyl-3-O-[4-O-benzoyl-3-O-(3,3'-anhydro-2,6-dideoxy-3-C-hydroxymethyl-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranoside

There total 8 articles about benzyl 4-O-benzoyl-3-O-[4-O-benzoyl-3-O-(3,3'-anhydro-2,6-dideoxy-3-C-hydroxymethyl-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranoside 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: 65.0%

: 108319-65-9
benzyl 4-O-benzoyl-3-O-[4-O-benzoyl-3-O-(3-C-methylen-2,3,6-trideoxy-β-D-erythro-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranoside

: 108319-66-0
benzyl 4-O-benzoyl-3-O-[4-O-benzoyl-3-O-(3,3'-anhydro-2,6-dideoxy-3-C-hydroxymethyl-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranoside

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid;

Reference yield:

: 108319-58-0
Benzyl-O-(4-O-benzoyl-2,6-didesoxy-β-D-erythro-hexopyranosid-3-ulose)-(1->3)-O-(4-O-benzoyl-2,6-didesoxy-β-D-arabino-hexopyranosyl)-(1->3)-4-O-benzoyl-2,6-didesoxy-β-D-arabino-hexopyranosid

: 108319-66-0
benzyl 4-O-benzoyl-3-O-[4-O-benzoyl-3-O-(3,3'-anhydro-2,6-dideoxy-3-C-hydroxymethyl-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 25 percent

2: 65 percent / m-Cl-C₆H₄-CO₃H

With 3-chloro-benzenecarboperoxoic acid;

Reference yield:

: 86448-03-5
C₃₄H₃₄Br₂O₁₀

: 108319-66-0
benzyl 4-O-benzoyl-3-O-[4-O-benzoyl-3-O-(3,3'-anhydro-2,6-dideoxy-3-C-hydroxymethyl-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: silver trifluoromethanesulfonate / nitromethane; toluene / -78 °C

2.1: hydrogenchloride / methanol / 20 °C

3.1: tri-n-butyl-tin hydride / toluene / 1 h / 60 °C

4.1: acetic acid; dipyridinium dichromate / dichloromethane

5.1: magnesium; ethylene dibromide / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

5.2: 1 h / 20 °C / Inert atmosphere

6.1: 3-chloro-benzenecarboperoxoic acid / 1,2-dichloro-ethane / 2 h / 20 °C

With hydrogenchloride; dipyridinium dichromate; tri-n-butyl-tin hydride; silver trifluoromethanesulfonate; magnesium; acetic acid; ethylene dibromide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; nitromethane; dichloromethane; 1,2-dichloro-ethane; toluene; 6.1: |Prilezhaev Epoxydation (mCPBA);
DOI:10.1080/07328303.2017.1397682