[1-(3,4-dimethoxy-benzyloxymethyl)-1-formyl-3-trimethylsilanyl-propyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[1-(3,4-dimethoxy-benzyloxymethyl)-1-formyl-3-trimethylsilanyl-propyl]-carbamic acid tert-butyl ester
CAS No.:1025930-02-2
Molecular Formula:C₂₂H₃₇NO₆Si
Molecular Weight:439.624
Hs Code.:

[1-(3,4-dimethoxy-benzyloxymethyl)-1-formyl-3-trimethylsilanyl-propyl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:[1-(3,4-dimethoxy-benzyloxymethyl)-1-formyl-3-trimethylsilanyl-propyl]-carbamic acid tert-butyl ester

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Chemical Property of [1-(3,4-dimethoxy-benzyloxymethyl)-1-formyl-3-trimethylsilanyl-propyl]-carbamic acid tert-butyl ester

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Technology Process of [1-(3,4-dimethoxy-benzyloxymethyl)-1-formyl-3-trimethylsilanyl-propyl]-carbamic acid tert-butyl ester

There total 4 articles about [1-(3,4-dimethoxy-benzyloxymethyl)-1-formyl-3-trimethylsilanyl-propyl]-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:

: 618440-83-8
[1-(3,4-dimethoxy-benzyloxymethyl)-1-hydroxymethyl-3-trimethylsilanyl-propyl]-carbamic acid tert-butyl ester

: 1025930-02-2
[1-(3,4-dimethoxy-benzyloxymethyl)-1-formyl-3-trimethylsilanyl-propyl]-carbamic acid tert-butyl ester

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/ol034984j

Reference yield:

: 502183-37-1
(S)-[1-(tert-butyldimethylsilanyloxymethyl)-1-(3,4-dimethoxybenzyloxymethyl)prop-2-ynyl]carbamic acid tert-butyl ester

: 1025930-02-2
[1-(3,4-dimethoxy-benzyloxymethyl)-1-formyl-3-trimethylsilanyl-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: DMPU; LDA / tetrahydrofuran / 0.25 h / -50 °C

1.2: 91 percent / tetrahydrofuran / 0.5 h / -50 °C

2.1: AcOH; HCl / H₂O; methanol / 2 h / 20 °C

3.1: 59 mg / H₂ / Pd/C / benzene / 12 h / 760 Torr

4.1: NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 12 h / 20 °C

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; benzene; 4.1: Dess-Martin oxidation;
DOI:10.1021/ol034984j

Reference yield:

: [1-(3,4-dimethoxy-benzyloxymethyl)-1-hydroxymethyl-3-trimethylsilanyl-prop-2-ynyl]-carbamic acid tert-butyl ester

: 1025930-02-2
[1-(3,4-dimethoxy-benzyloxymethyl)-1-formyl-3-trimethylsilanyl-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 59 mg / H₂ / Pd/C / benzene / 12 h / 760 Torr

2: NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 12 h / 20 °C

With hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; palladium on activated charcoal; In dichloromethane; benzene; 2: Dess-Martin oxidation;
DOI:10.1021/ol034984j