(1R,2R)-1-(methoxymethoxy)-1-phenyl-4-[(2S,3S)-1-[(tert-butyldimethylsilyl)oxy]-2-(4-methoxybenzyloxy)-3-methoxy]butyl-4-penten-2-ol

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Chemical Name:(1R,2R)-1-(methoxymethoxy)-1-phenyl-4-[(2S,3S)-1-[(tert-butyldimethylsilyl)oxy]-2-(4-methoxybenzyloxy)-3-methoxy]butyl-4-penten-2-ol
CAS No.:1385034-10-5
Molecular Formula:C₃₂H₅₀O₇Si
Molecular Weight:574.83
Hs Code.:

Synonyms:(1R,2R)-1-(methoxymethoxy)-1-phenyl-4-[(2S,3S)-1-[(tert-butyldimethylsilyl)oxy]-2-(4-methoxybenzyloxy)-3-methoxy]butyl-4-penten-2-ol

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Chemical Property of (1R,2R)-1-(methoxymethoxy)-1-phenyl-4-[(2S,3S)-1-[(tert-butyldimethylsilyl)oxy]-2-(4-methoxybenzyloxy)-3-methoxy]butyl-4-penten-2-ol

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Technology Process of (1R,2R)-1-(methoxymethoxy)-1-phenyl-4-[(2S,3S)-1-[(tert-butyldimethylsilyl)oxy]-2-(4-methoxybenzyloxy)-3-methoxy]butyl-4-penten-2-ol

There total 3 articles about (1R,2R)-1-(methoxymethoxy)-1-phenyl-4-[(2S,3S)-1-[(tert-butyldimethylsilyl)oxy]-2-(4-methoxybenzyloxy)-3-methoxy]butyl-4-penten-2-ol 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: 89.0%

: 1385033-79-3
(4S,5S)-2-trimethylsilylmethyl-4-methoxy-5-(4-methoxybenzyloxy)-6-[(tert-butyldimethylsilyl)oxy]-1-hexene

: 107536-09-4,120113-93-1,121842-15-7,121842-14-6
(2R)-2-methoxymethoxy-3-phenylacetaldehyde

: 1385034-10-5
(1R,2R)-1-(methoxymethoxy)-1-phenyl-4-[(2S,3S)-1-[(tert-butyldimethylsilyl)oxy]-2-(4-methoxybenzyloxy)-3-methoxy]butyl-4-penten-2-ol

Guidance literature:: (2R)-2-methoxymethoxy-3-phenylacetaldehyde; With magnesium bromide ethyl etherate; In dichloromethane; at -78 ℃; for 0.0833333h; Inert atmosphere;

(4S,5S)-2-trimethylsilylmethyl-4-methoxy-5-(4-methoxybenzyloxy)-6-[(tert-butyldimethylsilyl)oxy]-1-hexene; In dichloromethane; at -78 - -26 ℃; for 13h; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol3015682

Reference yield:

: 180153-95-1
(2S)-3-tert-butyldimethylsilyloxy-2-(4-methoxybenzyloxy)propanal

: 1385034-10-5
(1R,2R)-1-(methoxymethoxy)-1-phenyl-4-[(2S,3S)-1-[(tert-butyldimethylsilyl)oxy]-2-(4-methoxybenzyloxy)-3-methoxy]butyl-4-penten-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: (4S,5S)-2-bromo-1,3-bis[(4-methylphenyl)sulfonyl]-4,5-diphenyl-1,3,2-diazaborolidine / dichloromethane / 16 h / 22 °C / Inert atmosphere

1.2: 4 h / -78 °C / Inert atmosphere

2.1: 2,6-di-tert-butyl-4-methylpyridine / dichloromethane / 22 °C / Inert atmosphere; Molecular sieve; Cooling with ice

3.1: magnesium bromide ethyl etherate / dichloromethane / 0.08 h / -78 °C / Inert atmosphere

3.2: 13 h / -78 - -26 °C / Inert atmosphere

With (4S,5S)-2-bromo-1,3-bis[(4-methylphenyl)sulfonyl]-4,5-diphenyl-1,3,2-diazaborolidine; 2,6-di-tert-butyl-4-methylpyridine; magnesium bromide ethyl etherate; In dichloromethane;
DOI:10.1021/ol3015682

Reference yield:

: C₂₄H₄₄O₄Si₂

: 1385034-10-5
(1R,2R)-1-(methoxymethoxy)-1-phenyl-4-[(2S,3S)-1-[(tert-butyldimethylsilyl)oxy]-2-(4-methoxybenzyloxy)-3-methoxy]butyl-4-penten-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-di-tert-butyl-4-methylpyridine / dichloromethane / 22 °C / Inert atmosphere; Molecular sieve; Cooling with ice

2.1: magnesium bromide ethyl etherate / dichloromethane / 0.08 h / -78 °C / Inert atmosphere

2.2: 13 h / -78 - -26 °C / Inert atmosphere

With 2,6-di-tert-butyl-4-methylpyridine; magnesium bromide ethyl etherate; In dichloromethane;
DOI:10.1021/ol3015682