benzyl-[1-(tert-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-but-2-ynyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:benzyl-[1-(tert-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-but-2-ynyl]-carbamic acid tert-butyl ester
CAS No.:618440-79-2
Molecular Formula:C₃₃H₄₉NO₆Si
Molecular Weight:583.841
Hs Code.:

benzyl-[1-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-but-2-ynyl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:benzyl-[1-(tert-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-but-2-ynyl]-carbamic acid tert-butyl ester

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Chemical Property of benzyl-[1-(tert-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-but-2-ynyl]-carbamic acid tert-butyl ester

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Technology Process of benzyl-[1-(tert-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-but-2-ynyl]-carbamic acid tert-butyl ester

There total 3 articles about benzyl-[1-(tert-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-but-2-ynyl]-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: 98.0%

: 618440-72-5
benzyl-[1-(tert-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-prop-2-ynyl]-carbamic acid tert-butyl ester

: 74-88-4
methyl iodide

: 618440-79-2
benzyl-[1-(tert-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-but-2-ynyl]-carbamic acid tert-butyl ester

Guidance literature:: benzyl-[1-(tert-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-prop-2-ynyl]-carbamic acid tert-butyl ester; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide; In tetrahydrofuran; at -50 ℃; for 0.25h;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1021/ol034984j

Reference yield:

: 100-39-0
benzyl bromide

: 618440-79-2
benzyl-[1-(tert-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-but-2-ynyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: DMPU; KHMDS / tetrahydrofuran; toluene / 1.5 h / -50 °C

1.2: 86 percent / Bu₄NI / tetrahydrofuran; toluene / 24 h / 20 °C

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

2.2: 98 percent / tetrahydrofuran / 12 h / 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium hexamethylsilazane; lithium diisopropyl amide; In tetrahydrofuran; toluene;
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

: 618440-79-2
benzyl-[1-(tert-butyl-dimethyl-silanyloxymethyl)-1-(3,4-dimethoxy-benzyloxymethyl)-but-2-ynyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: DMPU; KHMDS / tetrahydrofuran; toluene / 1.5 h / -50 °C

1.2: 86 percent / Bu₄NI / tetrahydrofuran; toluene / 24 h / 20 °C

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

2.2: 98 percent / tetrahydrofuran / 12 h / 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium hexamethylsilazane; lithium diisopropyl amide; In tetrahydrofuran; toluene;
DOI:10.1021/ol034984j