(2S,3R,4S)-tert-butyl 3-((E)-2-methoxyvinyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate

Base Information

Chemical Name:(2S,3R,4S)-tert-butyl 3-((E)-2-methoxyvinyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate
CAS No.:1508298-43-8
Molecular Formula:C₂₁H₂₉NO₅S
Molecular Weight:407.531
Hs Code.:

Synonyms:(2S,3R,4S)-tert-butyl 3-((E)-2-methoxyvinyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate

Suppliers and Price of (2S,3R,4S)-tert-butyl 3-((E)-2-methoxyvinyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3R,4S)-tert-butyl 3-((E)-2-methoxyvinyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3R,4S)-tert-butyl 3-((E)-2-methoxyvinyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate

There total 8 articles about (2S,3R,4S)-tert-butyl 3-((E)-2-methoxyvinyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate 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: 79.0%

: 1508298-36-9
(2S,3S,4S)-tert-butyl 3-formyl-1-tosyl-4-vinylpyrrolidine-2-carboxylate

: 4009-98-7
(methoxymethyl)triphenylphosphonium chloride

: 1508298-43-8
(2S,3R,4S)-tert-butyl 3-((E)-2-methoxyvinyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate

Guidance literature:: With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol4028557

Reference yield:

: 81477-94-3
N-(diphenylmethylene)glycine tert-butyl ester

: 1508298-43-8
(2S,3R,4S)-tert-butyl 3-((E)-2-methoxyvinyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-(9-anthracenylmethyl)-cinchonidinium chloride; potassium hydroxide / water; toluene / 18 h / 20 °C / Darkness

1.2: 3 h / 20 °C

2.1: triethylamine; dmap / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

3.1: ozone / dichloromethane; methanol / 0.5 h / -78 °C

3.2: 18 h / -78 - 20 °C

4.1: cerium(III) chloride heptahydrate / methanol / 168 h / 20 °C / Inert atmosphere

5.1: sodium hydride / dimethyl sulfoxide / 0.25 h / 20 °C / Inert atmosphere

5.2: 1 h / 20 °C / Inert atmosphere

6.1: pyridinium p-toluenesulfonate / water; acetone / 27 h / 60 °C / Inert atmosphere

7.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyrrolidine / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

8.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 - 20 °C / Inert atmosphere

With pyrrolidine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cerium(III) chloride heptahydrate; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydride; ozone; triethylamine; N-(9-anthracenylmethyl)-cinchonidinium chloride; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; acetone; toluene; pentane; 7.1: |Tsuji-Trost Allylation;
DOI:10.1021/ol4028557

Reference yield:

: 1508298-37-0
(S,E)-tert-butyl 2-(N-(4-bromobut-2-enyl)-4-methylphenylsulfonamido)-4-oxobutanoate

: 1508298-43-8
(2S,3R,4S)-tert-butyl 3-((E)-2-methoxyvinyl)-1-tosyl-4-vinylpyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyrrolidine / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

2: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 - 20 °C / Inert atmosphere

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butyl lithium; triethylamine; In tetrahydrofuran; pentane; 1: |Tsuji-Trost Allylation;
DOI:10.1021/ol4028557