(2S,6S)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-((E)-5-((tert-butyldimethylsilyl)oxy)-2-methylpent-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one

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Chemical Name:(2S,6S)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-((E)-5-((tert-butyldimethylsilyl)oxy)-2-methylpent-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one
CAS No.:1261423-03-3
Molecular Formula:C₃₈H₅₈O₈Si
Molecular Weight:670.959
Hs Code.:

(2S,6S)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-((E)-5-((tert-butyldimethylsilyl)oxy)-2-methylpent-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one

Synonyms:(2S,6S)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-((E)-5-((tert-butyldimethylsilyl)oxy)-2-methylpent-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one

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Chemical Property of (2S,6S)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-((E)-5-((tert-butyldimethylsilyl)oxy)-2-methylpent-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one

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Technology Process of (2S,6S)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-((E)-5-((tert-butyldimethylsilyl)oxy)-2-methylpent-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one

There total 20 articles about (2S,6S)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-((E)-5-((tert-butyldimethylsilyl)oxy)-2-methylpent-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one 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: 68.0%

: 67-56-1
methanol

: 1261423-01-1
(((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane

: 1261423-03-3
(2S,6S)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-((E)-5-((tert-butyldimethylsilyl)oxy)-2-methylpent-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one

Guidance literature:: (((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane; With magnesium bis(monoperoxyphthalate)hexahydrate; sodium hydrogencarbonate; In methanol; dichloromethane; water; at 0 ℃;

methanol; With tetra-n-propylammonium perruthenate.; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 1h; Molecular sieve;
DOI:10.1021/ja110198y

Reference yield: 66.0%

: C₃₈H₆₀O₈Si

: 1261423-03-3
(2S,6S)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-((E)-5-((tert-butyldimethylsilyl)oxy)-2-methylpent-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one

Guidance literature:: With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 1h; Molecular sieve;

Reference yield:

: 1261422-91-6
(E)-5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoic acid

: 1261423-03-3
(2S,6S)-6-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-2-((E)-5-((tert-butyldimethylsilyl)oxy)-2-methylpent-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; 4-(dimethylamino)pyridine hydrochloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 20 °C / Inert atmosphere; Sonication

2.2: 1 h / 0 °C / Inert atmosphere

3.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / -5 °C / Inert atmosphere

3.2: 1.25 h / -5 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / -5 - 20 °C / Inert atmosphere

4.2: -5 °C / Inert atmosphere

5.1: 1,1-Dibromoethane; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; lead(II) chloride; zinc / tetrahydrofuran; dichloromethane / 0 °C / Inert atmosphere; Reflux

6.1: magnesium bis(monoperoxyphthalate)hexahydrate; sodium hydrogencarbonate / methanol; dichloromethane; water / 0 °C

6.2: 1 h / 20 °C / Molecular sieve

With dmap; n-butyllithium; magnesium bis(monoperoxyphthalate)hexahydrate; 1,1-Dibromoethane; N,N,N,N,-tetramethylethylenediamine; 4-(dimethylamino)pyridine hydrochloride; titanium tetrachloride; sodium hydrogencarbonate; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 9-bora-bicyclo[3.3.1]nonane; lead(II) chloride; zinc; In tetrahydrofuran; methanol; hexane; dichloromethane; water; 4.1: Wittig reaction / 4.2: Wittig reaction / 5.1: Rainier metathesis reaction;
DOI:10.1021/ja110198y