2(R,S)-Phenylselenomethyl-4(S)-ethyl-5(R)-tert-butyldiphenylsilyloxy-7(R,S)-vinyl-1,3-dioxepane

Base Information

Chemical Name:2(R*,S*)-Phenylselenomethyl-4(S*)-ethyl-5(R*)-tert-butyldiphenylsilyloxy-7(R*,S*)-vinyl-1,3-dioxepane
CAS No.:137360-05-5
Molecular Formula:C₃₂H₄₀O₃SeSi
Molecular Weight:579.713
Hs Code.:

Synonyms:2(R*,S*)-Phenylselenomethyl-4(S*)-ethyl-5(R*)-tert-butyldiphenylsilyloxy-7(R*,S*)-vinyl-1,3-dioxepane

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Chemical Property of 2(R*,S*)-Phenylselenomethyl-4(S*)-ethyl-5(R*)-tert-butyldiphenylsilyloxy-7(R*,S*)-vinyl-1,3-dioxepane

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Technology Process of 2(R*,S*)-Phenylselenomethyl-4(S*)-ethyl-5(R*)-tert-butyldiphenylsilyloxy-7(R*,S*)-vinyl-1,3-dioxepane

There total 7 articles about 2(R*,S*)-Phenylselenomethyl-4(S*)-ethyl-5(R*)-tert-butyldiphenylsilyloxy-7(R*,S*)-vinyl-1,3-dioxepane 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: 100.0%

: 71338-47-1
2-phenylselenoacetaldehyde diethylacetal

: 137360-02-2,137491-19-1
5(R*)-tert-Butyldiphenylsilyloxy-3(R*,S*),6(S*)-dihydroxy-1-octene

: 137360-05-5
2(R*,S*)-Phenylselenomethyl-4(S*)-ethyl-5(R*)-tert-butyldiphenylsilyloxy-7(R*,S*)-vinyl-1,3-dioxepane

Guidance literature:: With pyridinium p-toluenesulfonate; In toluene; for 2.5h; Heating;
DOI:10.1016/S0040-4020(01)96169-1

Reference yield:

: 1577-18-0
(E)-3-hexenoic acid

: 137360-05-5
2(R*,S*)-Phenylselenomethyl-4(S*)-ethyl-5(R*)-tert-butyldiphenylsilyloxy-7(R*,S*)-vinyl-1,3-dioxepane

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / conc. H₂SO₄

2: 98 percent / m-chloroperbenzoic acid, NaOAc / CH₂Cl₂ / Ambient temperature

3: 85 percent / 3percent aq. H₂SO₄

4: 97 percent / imidazole / dimethylformamide / 60 °C

5: DIBAL / tetrahydrofuran / 1 h / -70 °C

6: tetrahydrofuran / 3 h / Ambient temperature

7: 100 percent / pyridinium p-toluenesulfonate / toluene / 2.5 h / Heating

With 1H-imidazole; sulfuric acid; sodium acetate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)96169-1

Reference yield:

: 13894-61-6
methyl (E)-hex-3-enoate

: 137360-05-5
2(R*,S*)-Phenylselenomethyl-4(S*)-ethyl-5(R*)-tert-butyldiphenylsilyloxy-7(R*,S*)-vinyl-1,3-dioxepane

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / m-chloroperbenzoic acid, NaOAc / CH₂Cl₂ / Ambient temperature

2: 85 percent / 3percent aq. H₂SO₄

3: 97 percent / imidazole / dimethylformamide / 60 °C

4: DIBAL / tetrahydrofuran / 1 h / -70 °C

5: tetrahydrofuran / 3 h / Ambient temperature

6: 100 percent / pyridinium p-toluenesulfonate / toluene / 2.5 h / Heating

With 1H-imidazole; sulfuric acid; sodium acetate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)96169-1