(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-trityloxy-heptanal

Base Information

Chemical Name:(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-trityloxy-heptanal
CAS No.:850211-67-5
Molecular Formula:C₄₃H₅₆O₅Si
Molecular Weight:681
Hs Code.:

Synonyms:(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-trityloxy-heptanal

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Chemical Property of (2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-trityloxy-heptanal

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Technology Process of (2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-trityloxy-heptanal

There total 8 articles about (2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-trityloxy-heptanal 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%

: 850211-66-4
tert-Butyl-[(1R,2R,3S,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-1-((S)-1-methyl-2-trityloxy-ethyl)-hex-5-enyloxy]-dimethyl-silane

: 850211-67-5
(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-trityloxy-heptanal

Guidance literature:: tert-Butyl-[(1R,2R,3S,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-1-((S)-1-methyl-2-trityloxy-ethyl)-hex-5-enyloxy]-dimethyl-silane; With pyridine; oil scarlet; ozone; In methanol; dichloromethane; at -78 ℃; for 0.05h;

With dimethylsulfide; In methanol; dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/ol050455z

Reference yield:

: 850211-63-1
(2R,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-5-trityloxy-pentan-1-ol

: 850211-67-5
(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-trityloxy-heptanal

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine*SO₂; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 3 h / 20 °C

2.1: tetrahydrofuran / 7 h / -78 °C

2.2: 1.25 g / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 4 h / 60 °C

3.1: 82 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / 2 h / -10 °C

4.1: O₃; pyridine; Sudan III / CH₂Cl₂; methanol / 0.05 h / -78 °C

4.2: 83 percent / dimethylsulfide / CH₂Cl₂; methanol / 4 h / 20 °C

With pyridine; trifluorormethanesulfonic acid; oil scarlet; sulfur(IV) oxide * pyridine; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; 2.1: Brown crootylation;
DOI:10.1021/ol050455z

Reference yield:

: 850211-64-2
(2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-5-trityloxy-pentanal

: 850211-67-5
(2R,3R,4R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-trityloxy-heptanal

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 7 h / -78 °C

1.2: 1.25 g / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 4 h / 60 °C

2.1: 82 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / 2 h / -10 °C

3.1: O₃; pyridine; Sudan III / CH₂Cl₂; methanol / 0.05 h / -78 °C

3.2: 83 percent / dimethylsulfide / CH₂Cl₂; methanol / 4 h / 20 °C

With pyridine; trifluorormethanesulfonic acid; oil scarlet; ozone; In tetrahydrofuran; methanol; dichloromethane; 1.1: Brown crootylation;
DOI:10.1021/ol050455z