[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-hydroxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-hydroxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-ethyl]-carbamic acid tert-butyl ester
CAS No.:886450-25-5
Molecular Formula:C₂₁H₃₃NO₇
Molecular Weight:411.496
Hs Code.:

[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-hydroxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-ethyl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-hydroxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

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Chemical Property of [1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-hydroxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

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Technology Process of [1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-hydroxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

There total 10 articles about [1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-hydroxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-ethyl]-carbamic acid tert-butyl 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: 99.0%

: 886450-24-4
[2-(2,2-di-tert-butyl-8-methoxy-7-methyl-4H-benzo[1,3,2]dioxasilin-5-yl)-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-carbamic acid tert-butyl ester

: 886450-25-5
[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-hydroxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 1h;
DOI:10.1002/anie.200503982

Reference yield:

: 351377-67-8
2,2-dimethyl-propionic acid 4-(3-hydroxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-but-2-enyl ester

: 886450-25-5
[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-hydroxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 85 percent / 2,6-lutidine / CHCl₃ / 3 h / 0 °C

2.1: 94 percent / DIBAL-H / CH₂Cl₂ / 30 h / -78 °C

3.1: D-diethyl tartrate; Ti(OiPr)4; t-BuOOH / molecular sieves 4 Angstroem / 24 h / -20 °C

3.2: Ti(OiPr)(N₃) / benzene / 5 h / 80 °C

4.1: 100 percent / TsOH*H₂O / acetone / 0.17 h / 25 °C

5.1: 100 percent / H₂ / Pd/C / ethyl acetate / 5 h / 25 °C

6.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 25 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; Diethyl tartrate; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; 4 A molecular sieve; In tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; acetone; 3.1: Sharpless epoxidation;
DOI:10.1002/anie.200503982

Reference yield:

: 4-(4-methoxy-3-methoxymethoxy-5-methyl-phenyl)-but-2-en-1-ol

: 886450-25-5
[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(3-hydroxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 99 percent / pyridine / CH₂Cl₂ / 3 h / 25 °C

2.1: 99 percent / HCl / tetrahydrofuran; propan-2-ol / 12 h / 25 °C

3.1: 96 percent / Et₂AlCl / CH₂Cl₂ / 12 h / 0 - 25 °C

4.1: 85 percent / 2,6-lutidine / CHCl₃ / 3 h / 0 °C

5.1: 94 percent / DIBAL-H / CH₂Cl₂ / 30 h / -78 °C

6.1: D-diethyl tartrate; Ti(OiPr)4; t-BuOOH / molecular sieves 4 Angstroem / 24 h / -20 °C

6.2: Ti(OiPr)(N₃) / benzene / 5 h / 80 °C

7.1: 100 percent / TsOH*H₂O / acetone / 0.17 h / 25 °C

8.1: 100 percent / H₂ / Pd/C / ethyl acetate / 5 h / 25 °C

9.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 25 °C

With pyridine; 2,6-dimethylpyridine; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; Diethyl tartrate; tetrabutyl ammonium fluoride; hydrogen; diethylaluminium chloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; 4 A molecular sieve; In tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; isopropyl alcohol; acetone; 6.1: Sharpless epoxidation;
DOI:10.1002/anie.200503982