methyl (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((4-((3,7-dimethyloct-6-enyloxy)(phenethoxy)methyl)phenylcarbamoyloxy)-methyl)phenoxy)tetrahydro-2H-pyran-2-carboxylate

Base Information

Chemical Name:methyl (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((4-((3,7-dimethyloct-6-enyloxy)(phenethoxy)methyl)phenylcarbamoyloxy)-methyl)phenoxy)tetrahydro-2H-pyran-2-carboxylate
CAS No.:1349833-43-7
Molecular Formula:C₄₆H₅₇NO₁₄
Molecular Weight:847.957
Hs Code.:

methyl (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((4-((3,7-dimethyloct-6-enyloxy)(phenethoxy)methyl)phenylcarbamoyloxy)-methyl)phenoxy)tetrahydro-2H-pyran-2-carboxylate

Synonyms:methyl (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((4-((3,7-dimethyloct-6-enyloxy)(phenethoxy)methyl)phenylcarbamoyloxy)-methyl)phenoxy)tetrahydro-2H-pyran-2-carboxylate

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Chemical Property of methyl (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((4-((3,7-dimethyloct-6-enyloxy)(phenethoxy)methyl)phenylcarbamoyloxy)-methyl)phenoxy)tetrahydro-2H-pyran-2-carboxylate

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Technology Process of methyl (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((4-((3,7-dimethyloct-6-enyloxy)(phenethoxy)methyl)phenylcarbamoyloxy)-methyl)phenoxy)tetrahydro-2H-pyran-2-carboxylate

There total 5 articles about methyl (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((4-((3,7-dimethyloct-6-enyloxy)(phenethoxy)methyl)phenylcarbamoyloxy)-methyl)phenoxy)tetrahydro-2H-pyran-2-carboxylate 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: 33.0%

: 18419-09-5
(3,7-dimethyloct-6-enyloxy)trimethylsilane

: 14629-58-4
trimethyl(phenethyloxy)silane

: 1349833-42-6
methyl (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((4-formylphenylcarbamoyloxy)methyl)phenoxy)-tetrahydro-2H-pyran-2-carboxylate

: 1349833-43-7
methyl (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((4-((3,7-dimethyloct-6-enyloxy)(phenethoxy)methyl)phenylcarbamoyloxy)-methyl)phenoxy)tetrahydro-2H-pyran-2-carboxylate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 25 ℃; Molecular sieve; Inert atmosphere;
DOI:10.1021/jo2018763

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 1349833-43-7
methyl (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((4-((3,7-dimethyloct-6-enyloxy)(phenethoxy)methyl)phenylcarbamoyloxy)-methyl)phenoxy)tetrahydro-2H-pyran-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: silver(l) oxide / acetonitrile / 18 h / 25 °C / Inert atmosphere; Darkness

2.1: sodium tetrahydroborate / methanol; dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere

3.2: 0 - 5 °C / Inert atmosphere

4.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -78 - 25 °C / Molecular sieve; Inert atmosphere

With sodium tetrahydroborate; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; silver(l) oxide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo2018763

Reference yield:

: 21085-72-3
1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

: 1349833-43-7
methyl (2S,3S,4S,5R,6S)-3,4,5-triacetoxy-6-(4-((4-((3,7-dimethyloct-6-enyloxy)(phenethoxy)methyl)phenylcarbamoyloxy)-methyl)phenoxy)tetrahydro-2H-pyran-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: silver(l) oxide / acetonitrile / 18 h / 25 °C / Inert atmosphere; Darkness

2.1: sodium tetrahydroborate / methanol; dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere

3.2: 0 - 5 °C / Inert atmosphere

4.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -78 - 25 °C / Molecular sieve; Inert atmosphere

With sodium tetrahydroborate; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; silver(l) oxide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo2018763