(R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-2-(trityloxy)ethanol

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Chemical Name:(R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-2-(trityloxy)ethanol
CAS No.:1132969-95-9
Molecular Formula:C₄₅H₅₁NO₄Si
Molecular Weight:697.99
Hs Code.:

Synonyms:(R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-2-(trityloxy)ethanol

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Chemical Property of (R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-2-(trityloxy)ethanol

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Technology Process of (R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-2-(trityloxy)ethanol

There total 12 articles about (R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-2-(trityloxy)ethanol 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: 76.0%

: 1132969-94-8
(S,Z)-1-(trityloxy)pent-3-en-2-ol

: C₂₁H₂₈ClNO₂Si

: 1132969-95-9
(R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-2-(trityloxy)ethanol

Guidance literature:: (S,Z)-1-(trityloxy)pent-3-en-2-ol; With ethylmagnesium bromide; isopropyl alcohol; In diethyl ether; dichloromethane; at 0 ℃; Inert atmosphere;

C₂₁H₂₈ClNO₂Si; In diethyl ether; dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With ammonium chloride; In diethyl ether; dichloromethane; water;
DOI:10.1002/anie.200804645

Reference yield: 76.0%

: 507-40-4
tert-butylhypochlorite

: 1132969-93-7
(2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-methylbutanal oxime

: 1132969-94-8
(S,Z)-1-(trityloxy)pent-3-en-2-ol

: 1132969-95-9
(R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-2-(trityloxy)ethanol

Guidance literature:: tert-butylhypochlorite; (2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-methylbutanal oxime; In dichloromethane; at -78 ℃; Inert atmosphere;

(S,Z)-1-(trityloxy)pent-3-en-2-ol; With ethylmagnesium bromide; In diethyl ether; dichloromethane; isopropyl alcohol; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1002/chem.201102797

Reference yield:

: 1379802-66-0
(R)-4-benzyl-3-((2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-methylbutanoyl)oxazolidin-2-one

: 1132969-95-9
(R)-1-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-2-(trityloxy)ethanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium borohydride / tetrahydrofuran; diethyl ether; ethanol / 4.5 h / 0 - 20 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium bromide / dichloromethane / 0 °C / pH 8.6 / aq. buffer

2.2: 0.42 h / 0 °C

3.1: hydroxylamine hydrochloride / pyridine; ethanol / 12.5 h / 20 °C / Inert atmosphere

4.1: dichloromethane / -78 °C / Inert atmosphere

4.2: 0 - 20 °C / Inert atmosphere

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium borohydride; hydroxylamine hydrochloride; potassium bromide; In tetrahydrofuran; pyridine; diethyl ether; ethanol; dichloromethane;
DOI:10.1002/chem.201102797