2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-((E)-3-iodo-allyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-((E)-3-iodo-allyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester
CAS No.:397886-46-3
Molecular Formula:C₂₁H₂₉IO₅
Molecular Weight:488.363
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-((E)-3-iodo-allyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-((E)-3-iodo-allyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester

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Technology Process of 2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-((E)-3-iodo-allyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester

There total 14 articles about 2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-((E)-3-iodo-allyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester 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:

: 397886-55-4
2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-2-(4-methoxy-phenyl)-6-prop-2-ynyl-[1,3]dioxan-4-yl]-ethyl ester

: 397886-46-3
2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-((E)-3-iodo-allyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester

Guidance literature:: 2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-2-(4-methoxy-phenyl)-6-prop-2-ynyl-[1,3]dioxan-4-yl]-ethyl ester; With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 2h; Heating;

With iodine; In dichloromethane; at 0 ℃; for 0.166667h;
DOI:10.1021/jo049084a

Reference yield:

: 397886-51-0
(R)-2-[(R)-2-(4-Methoxy-benzyloxy)-pent-4-enyl]-oxirane

: 397886-46-3
2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-((E)-3-iodo-allyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: ozone / ethyl acetate / 0.12 h / -78 °C

2.1: NaBH₄ / methanol / 0.5 h / 0 °C

3.1: 980 mg / pyridine / CH₂Cl₂ / 5 h / 20 °C

4.1: BF₃*Et₂O / tetrahydrofuran / 1 h / -78 °C

5.1: (n-Bu)4NF / tetrahydrofuran / 1 h / 0 °C

6.1: 85 percent / DDQ; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

7.1: (n-Bu)3SnH; AIBN / benzene / 2 h / Heating

7.2: iodinme / CH₂Cl₂ / 0.17 h / 0 °C

With pyridine; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; ozone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; benzene;
DOI:10.1021/jo049084a

Reference yield:

: 87318-96-5
(4S)-4-((2R)-2-hydroxypent-4-enyl)-2,2-dimethyl-1,3-dioxolane

: 397886-46-3
2,2-Dimethyl-propionic acid 2-[(2S,4R,6S)-6-((E)-3-iodo-allyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 - 20 °C

1.2: 100 percent / dimethylformamide / 20 °C

2.1: 92 percent / acetic acid; water / tetrahydrofuran / 8 h / 50 - 60 °C

3.1: 91 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: 97 percent / DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

5.1: 89 percent / K₂CO₃ / methanol / 20 °C

6.1: ozone / ethyl acetate / 0.12 h / -78 °C

7.1: NaBH₄ / methanol / 0.5 h / 0 °C

8.1: 980 mg / pyridine / CH₂Cl₂ / 5 h / 20 °C

9.1: BF₃*Et₂O / tetrahydrofuran / 1 h / -78 °C

10.1: (n-Bu)4NF / tetrahydrofuran / 1 h / 0 °C

11.1: 85 percent / DDQ; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

12.1: (n-Bu)3SnH; AIBN / benzene / 2 h / Heating

12.2: iodinme / CH₂Cl₂ / 0.17 h / 0 °C

With pyridine; dmap; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; tri-n-butyl-tin hydride; sodium hydride; potassium carbonate; ozone; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo049084a