methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-4-O-(4-methoxybenzyl)-α-D-gluco-oct-6-enoside

Base Information

Chemical Name:methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-4-O-(4-methoxybenzyl)-α-D-gluco-oct-6-enoside
CAS No.:131529-33-4
Molecular Formula:C₃₁H₃₆O₆
Molecular Weight:504.623
Hs Code.:

Synonyms:methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-4-O-(4-methoxybenzyl)-α-D-gluco-oct-6-enoside

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Chemical Property of methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-4-O-(4-methoxybenzyl)-α-D-gluco-oct-6-enoside

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Technology Process of methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-4-O-(4-methoxybenzyl)-α-D-gluco-oct-6-enoside

There total 7 articles about methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-4-O-(4-methoxybenzyl)-α-D-gluco-oct-6-enoside 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:

: 90633-95-7,94827-31-3,90633-90-2
methyl 2,3-bis-O-benzyl-4-O-[(4-methoxyphenyl)methyl]-α-D-glucopyranoside

: 131529-33-4
methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-4-O-(4-methoxybenzyl)-α-D-gluco-oct-6-enoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) oxalyl chloride, dimethyl sulfoxide, 2.) ethyldiisopropylamine / 1.) CH₂Cl₂, -70 deg C, 5 min, 2.) 15 min

2: 1.) BuLi / 1.) THF, 0 deg C, 5 min, 2.) 30 min

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
DOI:10.1071/CH9901643

Reference yield:

: 161443-23-8
methyl 2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-α-D-glucopyranoside

: 131529-33-4
methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-4-O-(4-methoxybenzyl)-α-D-gluco-oct-6-enoside

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / Heating

2: 1.) oxalyl chloride, dimethyl sulfoxide, 2.) ethyldiisopropylamine / 1.) CH₂Cl₂, -70 deg C, 5 min, 2.) 15 min

3: 1.) BuLi / 1.) THF, 0 deg C, 5 min, 2.) 30 min

With lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;
DOI:10.1071/CH9901643

Reference yield:

: 130523-98-7
(2S,3S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

: 131529-33-4
methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-4-O-(4-methoxybenzyl)-α-D-gluco-oct-6-enoside

Guidance literature:: Multi-step reaction with 4 steps

1: methanol / 24 h / 4 °C

2: 7.66 g / diisobutylalumunium hydride / toluene; tetrahydrofuran / 0.17 h

3: 7.6 g / triethylamine, Viehe's salt / CH₂Cl₂ / 0.08 h / 0 °C

4: LiAlH₄ / tetrahydrofuran / 6 h / Heating

With lithium aluminium tetrahydride; diisobutylaluminium hydride; dichloromethylenedimethyliminium chloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1071/CH9901643