Diazo-acetic acid (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-yl ester

Base Information

Chemical Name:Diazo-acetic acid (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-yl ester
CAS No.:795306-26-2
Molecular Formula:C₃₆H₄₆N₂O₆Si
Molecular Weight:630.857
Hs Code.:

Diazo-acetic acid (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-yl ester

Synonyms:Diazo-acetic acid (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-yl ester

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Chemical Property of Diazo-acetic acid (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-yl ester

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Technology Process of Diazo-acetic acid (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-yl ester

There total 3 articles about Diazo-acetic acid (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-yl 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:

: 795306-50-2
(3S,5S,6R,8R,10S)-10-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-ol

: 14661-69-9
p-toluenesulfonylhydrazone glyoxylic acid chloride

: 795306-26-2
Diazo-acetic acid (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-yl ester

Guidance literature:: (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-ol; p-toluenesulfonylhydrazone glyoxylic acid chloride; With 2,3-Dimethylaniline; In dichloromethane; for 0.25h;

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.5h;
DOI:10.1039/b410092a

Reference yield:

: 439217-17-1
(4S,6S)-6-Benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-one

: 795306-26-2
Diazo-acetic acid (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 36 percent / PPTS / H₂O; tetrahydrofuran / 18 h

2.1: LiDBB / tetrahydrofuran / 0.08 h / -78 °C

3.1: dimethylaniline / CH₂Cl₂ / 0.25 h

3.2: 6.6 mg / Et₃N / CH₂Cl₂ / 0.5 h / 0 - 20 °C

With lithium 4,4′-di(tert-butyl)biphenyl; pyridinium p-toluenesulfonate; 2,3-Dimethylaniline; In tetrahydrofuran; dichloromethane; water;
DOI:10.1039/b410092a

Reference yield:

: 439217-18-2
[(E)-5-((2S,6R,8R,11S,13S)-11-Benzyloxy-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

: 795306-26-2
Diazo-acetic acid (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiDBB / tetrahydrofuran / 0.08 h / -78 °C

2.1: dimethylaniline / CH₂Cl₂ / 0.25 h

2.2: 6.6 mg / Et₃N / CH₂Cl₂ / 0.5 h / 0 - 20 °C

With lithium 4,4′-di(tert-butyl)biphenyl; 2,3-Dimethylaniline; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b410092a