2,2-Dimethyl-propionic acid (1R,2R,3R,5S,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2,5-dihydroxy-cyclohexylmethyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (1R,2R,3R,5S,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2,5-dihydroxy-cyclohexylmethyl ester
CAS No.:189130-20-9
Molecular Formula:C₃₉H₅₆O₁₂
Molecular Weight:716.866
Hs Code.:

2,2-Dimethyl-propionic acid (1R,2R,3R,5S,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2,5-dihydroxy-cyclohexylmethyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (1R,2R,3R,5S,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2,5-dihydroxy-cyclohexylmethyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (1R,2R,3R,5S,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2,5-dihydroxy-cyclohexylmethyl ester

There total 8 articles about 2,2-Dimethyl-propionic acid (1R,2R,3R,5S,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2,5-dihydroxy-cyclohexylmethyl 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:

: 189130-19-6
2,2-Dimethyl-propionic acid (1R,2R,3R,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2-hydroxy-5-oxo-cyclohexylmethyl ester

: 189130-20-9
2,2-Dimethyl-propionic acid (1R,2R,3R,5S,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2,5-dihydroxy-cyclohexylmethyl ester

Guidance literature:: With L-Selectride; In tetrahydrofuran; Yield given;
DOI:10.1016/S0040-4039(97)00454-1

Reference yield:

: 3282-30-2
pivaloyl chloride

: 189130-20-9
2,2-Dimethyl-propionic acid (1R,2R,3R,5S,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2,5-dihydroxy-cyclohexylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 12 h / 5 °C

2: 96 percent / PPTS / CH₂Cl₂ / 3 h / Ambient temperature

3: ZnBr₂ / CH₂Cl₂ / 1 h / 0 °C

4: L-Selectride / tetrahydrofuran

With pyridinium p-toluenesulfonate; L-Selectride; zinc dibromide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(97)00454-1

Reference yield:

: 189130-14-1
(1S,4S)-1-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-4-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid dimethyl ester

: 189130-20-9
2,2-Dimethyl-propionic acid (1R,2R,3R,5S,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2,5-dihydroxy-cyclohexylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: Mg / methanol / 2 h / 0 °C

2: I₂, AgOCOCF₃ / 1,2-dimethoxy-ethane / 12 h

3: 60 percent / LiAlH₄ / diethyl ether / 3 h / Heating

4: 12 h / 5 °C

5: 96 percent / PPTS / CH₂Cl₂ / 3 h / Ambient temperature

6: ZnBr₂ / CH₂Cl₂ / 1 h / 0 °C

7: L-Selectride / tetrahydrofuran

With lithium aluminium tetrahydride; iodine; silver trifluoroacetate; pyridinium p-toluenesulfonate; L-Selectride; magnesium; zinc dibromide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(97)00454-1