8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

Base Information

Chemical Name:8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside
CAS No.:628686-46-4
Molecular Formula:C₆₀H₆₈O₁₈
Molecular Weight:1077.19
Hs Code.:

8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

Synonyms:8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

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Chemical Property of 8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

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Technology Process of 8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

There total 5 articles about 8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside 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: 95.0%

: 628686-45-3
8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-{2-O-benzoyl-5-O-[2-O-benzoyl-3,5-di-O-(1,1,3,3-tetra-isopropyldisiloxan-1,3-diyl)-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranosyl}-3-O-benzyl-α-D-arabinofuranoside

: 628686-46-4
8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1002/ejoc.200300303

Reference yield:

: 98-88-4
benzoyl chloride

: 628686-46-4
8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / pyridine / 3 h / 20 °C

2: 81 percent / NIS; TMSOTf; 4A MS / CH₂Cl₂ / 1 h / -15 °C

3: 95 percent / Bu₄NF / tetrahydrofuran / 3 h / 20 °C

With pyridine; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200300303

Reference yield:

: 282107-63-5
8-methoxycarbonyloctyl 2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

: 628686-46-4
8-(methoxycarbonyl)octyl 2-O-benzoyl-5-O-[2-O-benzoyl-5-O-(2-O-benzoyl-α-D-arabinofuranosyl)-3-O-benzyl-α-D-arabinofuranosyl]-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / NIS; 4A MS; TMSOTf / CH₂Cl₂ / 0.67 h / -15 °C

2: 86 percent / HCl / methanol; diethyl ether / 20 °C

3: 81 percent / NIS; TMSOTf; 4A MS / CH₂Cl₂ / 1 h / -15 °C

4: 95 percent / Bu₄NF / tetrahydrofuran / 3 h / 20 °C

With hydrogenchloride; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1002/ejoc.200300303