(2S)-2-(4-methoxybenzyloxy)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-4-pentene

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Chemical Name:(2S)-2-(4-methoxybenzyloxy)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-4-pentene
CAS No.:1438257-82-9
Molecular Formula:C₄₀H₄₆O₈
Molecular Weight:654.8
Hs Code.:

Synonyms:(2S)-2-(4-methoxybenzyloxy)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-4-pentene

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Chemical Property of (2S)-2-(4-methoxybenzyloxy)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-4-pentene

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Technology Process of (2S)-2-(4-methoxybenzyloxy)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-4-pentene

There total 3 articles about (2S)-2-(4-methoxybenzyloxy)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-4-pentene 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: 66.0%

: 911237-04-2
(2S)-2-(4-methoxybenzyloxy)-4-pentenol

: 51532-75-3,16697-49-7,68681-00-5,68779-52-2,78418-56-1,125135-29-7,130694-47-2,130694-49-4,146864-77-9
3,4,6-tri-O-benzyl-1,2-O-(1-methoxyethylidene)-α-D-glucopyranose

: 1438257-82-9
(2S)-2-(4-methoxybenzyloxy)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-4-pentene

Guidance literature:: (2S)-2-(4-methoxybenzyloxy)-4-pentenol; 3,4,6-tri-O-benzyl-1,2-O-(1-methoxyethylidene)-α-D-glucopyranose; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 ℃; for 1.5h; Inert atmosphere; Molecular sieve;

With sodium; In methanol; Inert atmosphere; Molecular sieve;
DOI:10.1021/jo4001146

Reference yield:

: 170277-82-4
(2S)-1-triphenylmethoxy-4-pentene-2-ol

: 1438257-82-9
(2S)-2-(4-methoxybenzyloxy)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-4-pentene

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

2.1: toluene-4-sulfonic acid / methanol / 3 h

3.1: dichloromethane / 1 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 1.5 h / -40 °C / Inert atmosphere; Molecular sieve

3.3: Inert atmosphere; Molecular sieve

With sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo4001146

Reference yield:

: (2S)-1-trityloxy-2-(4-methoxybenzyloxy)-4-pentene

: 1438257-82-9
(2S)-2-(4-methoxybenzyloxy)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-4-pentene

Guidance literature:: Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / methanol / 3 h

2.1: dichloromethane / 1 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 1.5 h / -40 °C / Inert atmosphere; Molecular sieve

2.3: Inert atmosphere; Molecular sieve

With toluene-4-sulfonic acid; In methanol; dichloromethane;
DOI:10.1021/jo4001146