2,2-Dimethyl-propionic acid (1R,6R)-6-(2,2-dimethyl-propionyloxy)-2,5-dioxo-cyclohex-3-enyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (1R,6R)-6-(2,2-dimethyl-propionyloxy)-2,5-dioxo-cyclohex-3-enyl ester
CAS No.:852064-88-1
Molecular Formula:C₁₆H₂₂O₆
Molecular Weight:310.347
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (1R,6R)-6-(2,2-dimethyl-propionyloxy)-2,5-dioxo-cyclohex-3-enyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (1R,6R)-6-(2,2-dimethyl-propionyloxy)-2,5-dioxo-cyclohex-3-enyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (1R,6R)-6-(2,2-dimethyl-propionyloxy)-2,5-dioxo-cyclohex-3-enyl ester

There total 6 articles about 2,2-Dimethyl-propionic acid (1R,6R)-6-(2,2-dimethyl-propionyloxy)-2,5-dioxo-cyclohex-3-enyl 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: 93.0%

: 852065-03-3
2,2-Dimethyl-propionic acid (1S,6S)-6-(2,2-dimethyl-propionyloxy)-2,5-dihydroxy-cyclohex-3-enyl ester

: 852064-88-1
2,2-Dimethyl-propionic acid (1R,6R)-6-(2,2-dimethyl-propionyloxy)-2,5-dioxo-cyclohex-3-enyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ol050105c

Reference yield:

: 852064-74-5
1-[(4S,5S)-5-(1-Hydroxy-allyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-en-1-ol

: 852064-88-1
2,2-Dimethyl-propionic acid (1R,6R)-6-(2,2-dimethyl-propionyloxy)-2,5-dioxo-cyclohex-3-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / Grubbs second-generation catalyst / CH₂Cl₂ / 2 h / Heating

2: 537 mg / 2,6-lutidine / CH₂Cl₂ / 3 h / 0 °C

3: 344 mg / SnCl₂ / CH₂Cl₂ / 72 h / 20 °C

4: 96 percent / DMAP; pyridine / 27 h / 40 °C

5: 50 percent / HCl / tetrahydrofuran; H₂O / 44 h / 20 °C

6: 93 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; dmap; Dess-Martin periodane; tin(ll) chloride; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; water; 1: ring-closing metathesis;
DOI:10.1021/ol050105c

Reference yield:

: 852064-99-4
(1R,2R)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohex-4-ene-1,2-diol

: 852064-88-1
2,2-Dimethyl-propionic acid (1R,6R)-6-(2,2-dimethyl-propionyloxy)-2,5-dioxo-cyclohex-3-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / DMAP; pyridine / 27 h / 40 °C

2: 50 percent / HCl / tetrahydrofuran; H₂O / 44 h / 20 °C

3: 93 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With pyridine; hydrogenchloride; dmap; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol050105c