[(4R,6R)-6-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid ethyl ester

Base Information

Chemical Name:[(4R,6R)-6-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid ethyl ester
CAS No.:718620-95-2
Molecular Formula:C₁₉H₂₈O₅
Molecular Weight:336.428
Hs Code.:

Synonyms:[(4R,6R)-6-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid ethyl ester

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Chemical Property of [(4R,6R)-6-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid ethyl ester

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Technology Process of [(4R,6R)-6-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid ethyl ester

There total 1 articles about [(4R,6R)-6-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid 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: 85.0%

: 77-76-9
2,2-dimethoxy-propane

: 718620-97-4
(3R,5R,6R)-6-Benzyloxy-3,5-dihydroxy-heptanoic acid ethyl ester

: 718620-95-2
[(4R,6R)-6-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid ethyl ester

Guidance literature:: With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 0.5h;
DOI:10.1021/jo0495081

Reference yield:

: 718620-95-2
[(4R,6R)-6-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid ethyl ester

: 501677-42-5
(S)-6-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-2-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: DIBALH / toluene / 0.33 h / -78 °C

2.1: NaH / tetrahydrofuran / 0 - 20 °C

2.2: 482 mg / toluene; tetrahydrofuran / -78 - 20 °C

3.1: H₂ / Pd/C / ethyl acetate / 20 °C

3.2: 75 percent / 2,2-dimethoxypropane; camphorsulfonic acid / toluene / 5 h / 20 °C

With hydrogen; sodium hydride; diisobutylaluminium hydride; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; toluene; 2.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0495081

Reference yield:

: 718620-95-2
[(4R,6R)-6-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid ethyl ester

: (S)-1-Benzenesulfonyl-7-hydroxy-2,2-dimethyl-8-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-octan-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: DIBALH / toluene / 0.33 h / -78 °C

2.1: NaH / tetrahydrofuran / 0 - 20 °C

2.2: 482 mg / toluene; tetrahydrofuran / -78 - 20 °C

3.1: H₂ / Pd/C / ethyl acetate / 20 °C

With hydrogen; sodium hydride; diisobutylaluminium hydride; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; toluene; 2.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0495081