(E)-1-[(5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]but-2-en-1-one

Base Information

Chemical Name:(E)-1-[(5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]but-2-en-1-one
CAS No.:94668-55-0
Molecular Formula:C14H21 N O3 S
Molecular Weight:283.39
Hs Code.:
European Community (EC) Number:635-629-5
Mol file:94668-55-0.mol

Synonyms:(R)-(-)-(2-Butenoyl)-2,10-camphorsultam;94668-55-0

Suppliers and Price of (E)-1-[(5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]but-2-en-1-one

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

Sigma-Aldrich
(R)-(?)-(2-Butenoyl)-2,10-camphorsultam 97%
500mg
$ 77.10

Crysdot
(R)-(-)-(2-Butenoyl)-2,10-camphorsultam 97%
5g
$ 454.00

Crysdot
(R)-(-)-(2-Butenoyl)-2,10-camphorsultam 97%
1g
$ 142.00

American Custom Chemicals Corporation
(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM 95.00%
5MG
$ 505.98

Total 10 raw suppliers

Chemical Property of (E)-1-[(5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]but-2-en-1-one

Chemical Property:

Vapor Pressure:1.62E-06mmHg at 25°C
Melting Point:180-184 °C(lit.)
Refractive Index:1.576
Boiling Point:397.2°Cat760mmHg
PKA:-14.19±0.40(Predicted)
Flash Point:194°C
PSA：62.83000
Density:1.27g/cm³
LogP:2.94810
XLogP3:2.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:283.12421471
Heavy Atom Count:19
Complexity:558

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(?)-(2-Butenoyl)-2,10-camphorsultam 97% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xi
Statements: 36/37/38
Safety Statements: 26-36

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC=CC(=O)N1C2CC3CCC2(C3(C)C)CS1(=O)=O
Isomeric SMILES:C/C=C/C(=O)N1[C@H]2C[C@@H]3CCC2(C3(C)C)CS1(=O)=O
Uses (R)-(-)-(2-Butenoyl)-2,10-camphorsultam can be used: In the asymmetric total synthesis of lycopodine via diastereoselective cyclization and intramolecular Mannich cyclization. To prepare (S)-4,4-dichloro-3-methylbutanoic acid, which is utilized as a key intermediate for the total synthesis of dysideaproline E.

Technology Process of (E)-1-[(5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]but-2-en-1-one

There total 13 articles about (E)-1-[(5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]but-2-en-1-one 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: 89.0%

: 625-35-4,3488-22-0,10487-71-5
trans-chrotonyl chloride

: 94594-90-8,124224-04-0
(2R)-bornane-10,2-sultam

: 94668-55-0
(1S)-N-crotyl-2,10-camphorsultam

Guidance literature:: With copper dichloride; In benzene; for 1h; Heating;
DOI:10.1016/S0040-4020(03)00853-6

Reference yield: 87.0%

: 623-68-7
trans-crotonic anhydride

: 94594-90-8,124224-04-0
(2R)-bornane-10,2-sultam

: 94668-55-0
(1S)-N-crotyl-2,10-camphorsultam

Guidance literature:: With triethylamine; lithium chloride; In tetrahydrofuran; for 4h; Ambient temperature;
DOI:10.1021/jo00112a060

Reference yield: 76.0%

: 4894-61-5
trans-but-2-enyl chloride

: 94594-90-8,124224-04-0
(2R)-bornane-10,2-sultam

: 94668-55-0
(1S)-N-crotyl-2,10-camphorsultam

Guidance literature:: (2R)-bornane-10,2-sultam; In toluene; mineral oil; at 0 - 20 ℃; for 0.75h;

trans-but-2-enyl chloride; In toluene; mineral oil; at 0 - 20 ℃; for 2.25h;
DOI:10.1002/chem.201800046