methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate

Base Information

Chemical Name:methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate
CAS No.:356068-07-0
Molecular Formula:C₃₄H₃₈O₉
Molecular Weight:590.67
Hs Code.:

Synonyms:methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate

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Chemical Property of methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate

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Technology Process of methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate

There total 12 articles about methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate 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:

: 356067-97-5
(2S,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-carboxylic acid methyl ester

: 356068-07-0
methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate

Guidance literature:: Multi-step reaction with 2 steps

1: DMDO

2: DMAP

With dmap;
DOI:10.1021/ja016227r

Reference yield:

: 98-88-4
benzoyl chloride

: 356068-02-5
(2S,3S,4R,5R,6R)-4-Benzyloxy-5-hydroxy-3-(4-methoxy-benzyloxy)-6-pent-4-enyloxy-tetrahydro-pyran-2-carboxylic acid methyl ester

: 356068-07-0
methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate

Guidance literature:: With dmap; In dichloromethane;
DOI:10.1016/S0040-4039(01)00607-4

Reference yield:

: 2873-29-2
D-glucal triacetate

: 356068-07-0
methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate

Guidance literature:: Multi-step reaction with 9 steps

1.1: NaOMe / methanol

2.1: imidazole / dimethylformamide

3.1: Bu₂SnO / toluene

3.2: Bu₄NI

4.1: 77 percent / NaH / tetrahydrofuran

5.1: 95 percent / TBAF; AcOH / tetrahydrofuran

6.1: Dess-Martin periodinane / CH₂Cl₂

6.2: NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / H₂O; 2-methyl-propan-2-ol

7.1: 79 percent / KHCO₃ / dimethylformamide

8.1: DMDO / acetone / 0 °C

8.2: 57 percent / ZnCl₂ / CH₂Cl₂

9.1: DMAP / CH₂Cl₂

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; di(n-butyl)tin oxide; potassium hydrogencarbonate; Dess-Martin periodane; acetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4039(01)00607-4