(4R,5R,8S,12R)-1-Azido-12-(tert-butyl-diphenyl-silanyloxymethyl)-4-ethyl-5-methoxymethoxy-8-methyl-tetradecan-7-one

Base Information

Chemical Name:(4R,5R,8S,12R)-1-Azido-12-(tert-butyl-diphenyl-silanyloxymethyl)-4-ethyl-5-methoxymethoxy-8-methyl-tetradecan-7-one
CAS No.:252558-61-5
Molecular Formula:C₃₆H₅₇N₃O₄Si
Molecular Weight:623.952
Hs Code.:

Synonyms:(4R,5R,8S,12R)-1-Azido-12-(tert-butyl-diphenyl-silanyloxymethyl)-4-ethyl-5-methoxymethoxy-8-methyl-tetradecan-7-one

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Chemical Property of (4R,5R,8S,12R)-1-Azido-12-(tert-butyl-diphenyl-silanyloxymethyl)-4-ethyl-5-methoxymethoxy-8-methyl-tetradecan-7-one

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Technology Process of (4R,5R,8S,12R)-1-Azido-12-(tert-butyl-diphenyl-silanyloxymethyl)-4-ethyl-5-methoxymethoxy-8-methyl-tetradecan-7-one

There total 12 articles about (4R,5R,8S,12R)-1-Azido-12-(tert-butyl-diphenyl-silanyloxymethyl)-4-ethyl-5-methoxymethoxy-8-methyl-tetradecan-7-one 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: 100.0%

: 107-30-2
chloromethyl methyl ether

: 252558-53-5
(4R,5R,8S,12R)-1-Azido-12-(tert-butyl-diphenyl-silanyloxymethyl)-4-ethyl-5-hydroxy-8-methyl-tetradecan-7-one

: 252558-61-5
(4R,5R,8S,12R)-1-Azido-12-(tert-butyl-diphenyl-silanyloxymethyl)-4-ethyl-5-methoxymethoxy-8-methyl-tetradecan-7-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 6h; Heating;
DOI:10.1002/(SICI)1521-3773(19991018)38:20<3086::AID-ANIE3086>3.0.CO;2-D

Reference yield:

: 89790-39-6
(2R)-2-Ethyl-4-penten-1-ol

: 252558-61-5
(4R,5R,8S,12R)-1-Azido-12-(tert-butyl-diphenyl-silanyloxymethyl)-4-ethyl-5-methoxymethoxy-8-methyl-tetradecan-7-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 83 percent / Et₃N; DMAP / tetrahydrofuran / 12 h / 20 °C

2.1: 9-BBN / tetrahydrofuran / 3 h / 20 °C

2.2: 97 percent / H₂O₂; H₂O; NaOH / tetrahydrofuran / 15 h / 5 °C

3.1: 100 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4.1: 94 percent / NaI / acetone / 24 h / 20 °C

5.1: 87 percent / LDA; LiCl

6.1: 92 percent

7.1: menthone-derived boryl bromide; Et₃N / diethyl ether; methanol / 5 h / 0 °C

7.2: 44 percent / diethyl ether / 96 h / 4 °C

8.1: 100 percent / iPr₂EtN / CH₂Cl₂ / 6 h / Heating

With dmap; 9-borabicyclo[3.3.1]nonane dimer; menthone-derived boryl bromide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; 1.1: Etherification / 2.1: Addition / 2.2: Oxidation / 3.1: Esterification / 4.1: Substitution / 5.1: Metallation / 5.2: Alkylation / 6.1: Methylation / 7.1: Substitution / 7.2: Alkylation / 8.1: Etherification;
DOI:10.1002/(SICI)1521-3773(19991018)38:20<3086::AID-ANIE3086>3.0.CO;2-D

Reference yield:

: 252558-58-0
tert-butyl-(2-ethyl-pent-4-enyloxy)-diphenyl-silane

: 252558-61-5
(4R,5R,8S,12R)-1-Azido-12-(tert-butyl-diphenyl-silanyloxymethyl)-4-ethyl-5-methoxymethoxy-8-methyl-tetradecan-7-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 9-BBN / tetrahydrofuran / 3 h / 20 °C

1.2: 97 percent / H₂O₂; H₂O; NaOH / tetrahydrofuran / 15 h / 5 °C

2.1: 100 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

3.1: 94 percent / NaI / acetone / 24 h / 20 °C

4.1: 87 percent / LDA; LiCl

5.1: 92 percent

6.1: menthone-derived boryl bromide; Et₃N / diethyl ether; methanol / 5 h / 0 °C

6.2: 44 percent / diethyl ether / 96 h / 4 °C

7.1: 100 percent / iPr₂EtN / CH₂Cl₂ / 6 h / Heating

With 9-borabicyclo[3.3.1]nonane dimer; menthone-derived boryl bromide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; 1.1: Addition / 1.2: Oxidation / 2.1: Esterification / 3.1: Substitution / 4.1: Metallation / 4.2: Alkylation / 5.1: Methylation / 6.1: Substitution / 6.2: Alkylation / 7.1: Etherification;
DOI:10.1002/(SICI)1521-3773(19991018)38:20<3086::AID-ANIE3086>3.0.CO;2-D