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

Base Information

Chemical Name:[2-(3-benzyloxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-carbamic acid tert-butyl ester
CAS No.:886450-26-6
Molecular Formula:C₂₈H₃₉NO₇
Molecular Weight:501.62
Hs Code.:

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

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

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

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

There total 12 articles about [2-(3-benzyloxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-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: 83.0%

: 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

: 100-39-0
benzyl bromide

: 886450-26-6
[2-(3-benzyloxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: With potassium carbonate; In methanol; chloroform; at 25 ℃; for 12h;
DOI:10.1002/anie.200503982

Reference yield:

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

: 886450-26-6
[2-(3-benzyloxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 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

10.1: 83 percent / K₂CO₃ / CHCl₃; methanol / 12 h / 25 °C

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

: 886450-26-6
[2-(3-benzyloxy-2-hydroxymethyl-4-methoxy-5-methyl-phenyl)-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 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

7.1: 83 percent / K₂CO₃ / CHCl₃; methanol / 12 h / 25 °C

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