(2R,3R)-3-benzyloxy-2-(tert-butyldiphenylsilyloxymethyl)-4-(phenylselenyl)tetrahydrofuran

Base Information

Chemical Name:(2R,3R)-3-benzyloxy-2-(tert-butyldiphenylsilyloxymethyl)-4-(phenylselenyl)tetrahydrofuran
CAS No.:220788-33-0
Molecular Formula:C₃₄H₃₈O₃SeSi
Molecular Weight:601.719
Hs Code.:

Synonyms:(2R,3R)-3-benzyloxy-2-(tert-butyldiphenylsilyloxymethyl)-4-(phenylselenyl)tetrahydrofuran

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Chemical Property of (2R,3R)-3-benzyloxy-2-(tert-butyldiphenylsilyloxymethyl)-4-(phenylselenyl)tetrahydrofuran

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Technology Process of (2R,3R)-3-benzyloxy-2-(tert-butyldiphenylsilyloxymethyl)-4-(phenylselenyl)tetrahydrofuran

There total 6 articles about (2R,3R)-3-benzyloxy-2-(tert-butyldiphenylsilyloxymethyl)-4-(phenylselenyl)tetrahydrofuran 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: 87.0%

: 71098-88-9
N-phenylselanylphthalimide

: 220788-29-4
(2R,3S)-3-O-benzyl-1-O-tert-butyldiphenylsilyl-4-pentene-1,2,3-triol

: 220788-33-0
(2R,3R)-3-benzyloxy-2-(tert-butyldiphenylsilyloxymethyl)-4-(phenylselenyl)tetrahydrofuran

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; for 12h; Heating;
DOI:10.1002/1099-0690(200102)2001:3<507::AID-EJOC507>3.0.CO;2-R

Reference yield:

: 100-39-0
benzyl bromide

: 220788-33-0
(2R,3R)-3-benzyloxy-2-(tert-butyldiphenylsilyloxymethyl)-4-(phenylselenyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran

2: 100 percent / Dowex 50 W/H⁺ acid resin / methanol / 2 h / 20 °C

3: 95 percent / imidazole / dimethylformamide / 0.83 h

4: 87 percent / camphorsulfonic acid / CH₂Cl₂ / 12 h / Heating

With 1H-imidazole; Dowex 50 W; H⁺ acid resin; camphor-10-sulfonic acid; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1099-0690(200102)2001:3<507::AID-EJOC507>3.0.CO;2-R

Reference yield:

: 212579-64-1
(4R)-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)allyl alcohol

: 220788-33-0
(2R,3R)-3-benzyloxy-2-(tert-butyldiphenylsilyloxymethyl)-4-(phenylselenyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran

2: 100 percent / Dowex 50 W/H⁺ acid resin / methanol / 2 h / 20 °C

3: 95 percent / imidazole / dimethylformamide / 0.83 h

4: 87 percent / camphorsulfonic acid / CH₂Cl₂ / 12 h / Heating

With 1H-imidazole; Dowex 50 W; H⁺ acid resin; camphor-10-sulfonic acid; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1099-0690(200102)2001:3<507::AID-EJOC507>3.0.CO;2-R