Carbonic acid 1-{(S)-[(3aS,4S,6aR)-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-triisopropylsilanyloxy-methyl}-allyl ester methyl ester

Base Information

Chemical Name:Carbonic acid 1-{(S)-[(3aS,4S,6aR)-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-triisopropylsilanyloxy-methyl}-allyl ester methyl ester
CAS No.:253778-11-9
Molecular Formula:C₂₉H₄₇NO₈SSi
Molecular Weight:597.846
Hs Code.:

Carbonic acid 1-{(S)-[(3aS,4S,6aR)-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-triisopropylsilanyloxy-methyl}-allyl ester methyl ester

Synonyms:Carbonic acid 1-{(S)-[(3aS,4S,6aR)-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-triisopropylsilanyloxy-methyl}-allyl ester methyl ester

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Chemical Property of Carbonic acid 1-{(S)-[(3aS,4S,6aR)-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-triisopropylsilanyloxy-methyl}-allyl ester methyl ester

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Technology Process of Carbonic acid 1-{(S)-[(3aS,4S,6aR)-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-triisopropylsilanyloxy-methyl}-allyl ester methyl ester

There total 4 articles about Carbonic acid 1-{(S)-[(3aS,4S,6aR)-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-triisopropylsilanyloxy-methyl}-allyl ester methyl 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: 62.0%

: 79-22-1
methyl chloroformate

: 253778-05-1
1-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-1-triisopropylsilyloxybut-3-en-2-ol

: 253778-11-9
Carbonic acid 1-{(S)-[(3aS,4S,6aR)-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-triisopropylsilanyloxy-methyl}-allyl ester methyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;
DOI:10.1002/(SICI)1521-3765(19991105)5:11<3279::AID-CHEM3279>3.0.CO;2-4

Reference yield:

: 253778-03-9
2-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyethanol

: 253778-11-9
Carbonic acid 1-{(S)-[(3aS,4S,6aR)-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-triisopropylsilanyloxy-methyl}-allyl ester methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.75 h / 20 °C

2: 95 percent / tetrahydrofuran / 0.17 h / -78 °C

3: 62 percent / n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

With n-butyllithium; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; 1: Oxidation / 2: Grignard reaction / 3: Acylation;
DOI:10.1002/(SICI)1521-3765(19991105)5:11<3279::AID-CHEM3279>3.0.CO;2-4

Reference yield:

: 253778-04-0
[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyacetaldehyde

: 253778-11-9
Carbonic acid 1-{(S)-[(3aS,4S,6aR)-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-yl]-triisopropylsilanyloxy-methyl}-allyl ester methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / tetrahydrofuran / 0.17 h / -78 °C

2: 62 percent / n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

With n-butyllithium; In tetrahydrofuran; hexane; 1: Grignard reaction / 2: Acylation;
DOI:10.1002/(SICI)1521-3765(19991105)5:11<3279::AID-CHEM3279>3.0.CO;2-4