(3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-5-methyl-5-[(2S)-pyrrolidinyl]dihydro-2(3H)-furanone

Base Information

Chemical Name:(3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-5-methyl-5-[(2S)-pyrrolidinyl]dihydro-2(3H)-furanone
CAS No.:444929-05-9
Molecular Formula:C₂₉H₃₉NO₃Si
Molecular Weight:477.719
Hs Code.:

Synonyms:(3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-5-methyl-5-[(2S)-pyrrolidinyl]dihydro-2(3H)-furanone

Suppliers and Price of (3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-5-methyl-5-[(2S)-pyrrolidinyl]dihydro-2(3H)-furanone

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 (3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-5-methyl-5-[(2S)-pyrrolidinyl]dihydro-2(3H)-furanone

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-5-methyl-5-[(2S)-pyrrolidinyl]dihydro-2(3H)-furanone

There total 9 articles about (3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-5-methyl-5-[(2S)-pyrrolidinyl]dihydro-2(3H)-furanone 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: 93.0%

: 251976-86-0
tert-butyl (2S)-2-[(2S,4Z)-4-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-2-methyl-5-oxotetrahydro-2-furanyl]-1-pyrrolidinecarboxylate

: 444929-05-9
(3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-5-methyl-5-[(2S)-pyrrolidinyl]dihydro-2(3H)-furanone

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo0200466

Reference yield:

: 251976-85-9
tert-butyl (2S)-2-[(1S,3Z,5S)-6-{[tert-butyl(diphenyl)silyl]oxy}-1-hydroxy-3-iodo-1,5-dimethyl-3-hexynyl]-1-pyrrolidinecarboxylate

: 444929-05-9
(3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-5-methyl-5-[(2S)-pyrrolidinyl]dihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / palladium(II) acetate; tributylamine; triphenylphosphine / hexamethylphosphoric acid triamide / 4 h / 100 °C

2: 93 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

With tributyl-amine; palladium diacetate; triphenylphosphine; trifluoroacetic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1021/jo0200466

Reference yield:

: 251976-84-8
(S)-2-[(Z)-(1S,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-1,5-dimethyl-3-triphenylstannanyl-hex-3-enyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

: 444929-05-9
(3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-5-methyl-5-[(2S)-pyrrolidinyl]dihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / N-iodosuccinimide / CH₂Cl₂ / 0 °C

2: 97 percent / Pd(OAc)2; PPh₃; Bu₃N / hexamethylphosphoric acid triamide / 100 °C

3: CF₃CO₂H / CH₂Cl₂ / 0 °C

With palladium diacetate; N-iodo-succinimide; tributyl-amine; triphenylphosphine; trifluoroacetic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; 1: Substitution / 2: cyclization; carbonylation / 3: acidolysis;
DOI:10.1021/ja991918x