(R)-1-[(2S,3R)-3-((1S,2S)-2-Benzyloxy-1-methoxymethoxy-propyl)-3-methyl-oxiranyl]-2-trityloxy-ethanol

Base Information

Chemical Name:(R)-1-[(2S,3R)-3-((1S,2S)-2-Benzyloxy-1-methoxymethoxy-propyl)-3-methyl-oxiranyl]-2-trityloxy-ethanol
CAS No.:851121-42-1
Molecular Formula:C₃₆H₄₀O₆
Molecular Weight:568.71
Hs Code.:

Synonyms:(R)-1-[(2S,3R)-3-((1S,2S)-2-Benzyloxy-1-methoxymethoxy-propyl)-3-methyl-oxiranyl]-2-trityloxy-ethanol

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Chemical Property of (R)-1-[(2S,3R)-3-((1S,2S)-2-Benzyloxy-1-methoxymethoxy-propyl)-3-methyl-oxiranyl]-2-trityloxy-ethanol

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Technology Process of (R)-1-[(2S,3R)-3-((1S,2S)-2-Benzyloxy-1-methoxymethoxy-propyl)-3-methyl-oxiranyl]-2-trityloxy-ethanol

There total 6 articles about (R)-1-[(2S,3R)-3-((1S,2S)-2-Benzyloxy-1-methoxymethoxy-propyl)-3-methyl-oxiranyl]-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: 95.0%

: 867001-24-9
(E)-(2S,5R,6S)-6-Benzyloxy-5-methoxymethoxy-4-methyl-1-trityloxy-hept-3-en-2-ol

: 851121-42-1
(R)-1-[(2S,3R)-3-((1S,2S)-2-Benzyloxy-1-methoxymethoxy-propyl)-3-methyl-oxiranyl]-2-trityloxy-ethanol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In phosphate buffer; dichloromethane; at 0 - 22 ℃; for 2h;
DOI:10.1055/s-2005-863705

Reference yield:

: 851121-36-3
(E)-(S)-4-Benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pent-1-en-3-one

: 851121-42-1
(R)-1-[(2S,3R)-3-((1S,2S)-2-Benzyloxy-1-methoxymethoxy-propyl)-3-methyl-oxiranyl]-2-trityloxy-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1: LiAlH₄ / tetrahydrofuran / 2 h / -20 °C

2: 93 percent / CH₂Cl₂ / 48 h / 0 °C

3: 95 percent / aq. formic acid / methanol / 48 h / 22 °C

4: 84 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 22 °C

5: 95 percent / mCPBA / CH₂Cl₂; aq. phosphate buffer / 2 h / 0 - 22 °C

With dmap; lithium aluminium tetrahydride; formic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; phosphate buffer; dichloromethane;
DOI:10.1055/s-2005-863705

Reference yield:

: ((S)-3-Benzyloxy-1-methyl-2-oxo-butyl)-phosphonic acid diethyl ester

: 851121-42-1
(R)-1-[(2S,3R)-3-((1S,2S)-2-Benzyloxy-1-methoxymethoxy-propyl)-3-methyl-oxiranyl]-2-trityloxy-ethanol

Guidance literature:: Multi-step reaction with 6 steps

1: LiAlH₄ / tetrahydrofuran / 2 h / -20 °C

2: 93 percent / CH₂Cl₂ / 48 h / 0 °C

3: 95 percent / aq. formic acid / methanol / 48 h / 22 °C

4: 84 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 22 °C

5: 95 percent / mCPBA / CH₂Cl₂; aq. phosphate buffer / 2 h / 0 - 22 °C

With dmap; lithium aluminium tetrahydride; formic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; phosphate buffer; dichloromethane; 1: Horner-Wadsworth-Emmons olefination;
DOI:10.1055/s-2005-863705