(+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole]

Base Information

Chemical Name:(+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole]
CAS No.:180186-94-1
Molecular Formula:C21H18 N2 O2
Molecular Weight:330.386
Hs Code.:29349990
European Community (EC) Number:631-477-9
DSSTox Substance ID:DTXSID50361456
Nikkaji Number:J734.799E
Wikidata:Q72490399
Mol file:180186-94-1.mol

Synonyms:180186-94-1;(+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole];Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)methane;(3aS,8bR)-2-[[(3aS,8bR)-4,8b-dihydro-3aH-indeno[1,2-d][1,3]oxazol-2-yl]methyl]-4,8b-dihydro-3aH-indeno[1,2-d][1,3]oxazole;(+)-2,2/'-METHYLENEBIS[(3AR,8AS)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE];SCHEMBL12269622;DTXSID50361456;MFCD06797115;NSC818112;AKOS015838876;CS-W014505;NSC-818112;8H-Indeno[1,2-d]oxazole, 2,2'-methylenebis[3a,8a-dihydro-, (3aR,3'aR,8aS,8'aS)-;AS-75773;T71955;A881149;J-011510;2,2'-Methylenebis(3abeta,8abeta-dihydro-8H-indeno[1,2-d]oxazole);(+)-2,2-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole], 98%;(3aR,8aS,3a'R,8a'S)-2,2'-Methylenebis(8,8a-dihydro-3aH-indeno[1,2-d][1,3]oxazole);(3aR,8aS)-2-{[(3aR,8aS)-3aH,8H,8aH-indeno[1,2-d][1,3]oxazol-2-yl]methyl}-3aH,8H,8aH-indeno[1,2-d][1,3]oxazole;[3aR-[2(3'aR*,8'aS*),3'abeta,8'abeta]]-(+)-2,2'-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole], 98%;[3aR-[2(3'aR,8'aS),3'abeta,8'abeta]]-(+)-2,2'-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-]oxazole]

Suppliers and Price of (+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole]

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

TRC
Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)methane
50mg
$ 75.00

TCI Chemical
(+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole] >98.0%(HPLC)(N)
100mg
$ 33.00

TCI Chemical
(+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole] >98.0%(HPLC)(N)
500mg
$ 96.00

Sigma-Aldrich
[3aR-[2(3′aR*,8′aS*),3′aβ,8′aβ]]-(+)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole] 98%
500mg
$ 107.00

Frontier Specialty Chemicals
(+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole]
250mg
$ 57.00

Frontier Specialty Chemicals
(+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole]
1g
$ 186.00

Chem-Impex
(+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole],98%(Chiralpurity) 98%(Chiralpurity)
500MG
$ 104.16

Chem-Impex
(+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole],98%(Chiralpurity) 98%(Chiralpurity)
100MG
$ 31.36

Arctom
Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)methane 98%
1g
$ 137.00

Arctom
Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)methane 98%
100mg
$ 32.00

Total 26 raw suppliers

Chemical Property of (+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole]

Chemical Property:

Melting Point:225 °C
Refractive Index:360 ° (C=1, CH2Cl2)
Boiling Point:493.2°Cat760mmHg
PKA:5.47±0.20(Predicted)
Flash Point:201.9°C
PSA：43.18000
Density:1.48g/cm³
LogP:2.43710
Storage Temp.:under inert gas (nitrogen or Argon) at 2-8°C
XLogP3:3.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:330.136827821
Heavy Atom Count:25
Complexity:563

Purity/Quality:

97% ^*data from raw suppliers

Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)methane ^*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

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:C1C2C(C3=CC=CC=C31)N=C(O2)CC4=NC5C(O4)CC6=CC=CC=C56
Isomeric SMILES:C1[C@H]2[C@@H](C3=CC=CC=C31)N=C(O2)CC4=N[C@H]5[C@@H](O4)CC6=CC=CC=C56
Uses [3aR-[2(3′aR*,8′aS*),3′aβ,8′aβ]]-(+)-2,2′-Methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole] is a C2 symmetric chiral ligand based on bis(oxazoline) moiety, which can be used in enantioselective catalysis. It easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals. Copper complex of this chiral ligand can be utilized as a reusable catalyst in the cyclopropanation reaction between styrene and ethyl diazoacetate.

Technology Process of (+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole]

There total 2 articles about (+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole] 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: 73.0%

: 136030-00-7
(1R,2S)-1-Amino-2-indanol

: 10344-69-1
diethyl malonoimidate dihydrochloride

: 180186-94-1
bis[(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]methane

Guidance literature:: In dichloromethane; at 45 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jacs.0c09008

Reference yield: 70.0%

: 136030-00-7
(1R,2S)-1-Amino-2-indanol

: Ethyl 3-amino-3-ethoxyprop-2-enimidate dihydrochloride

: 180186-94-1
bis[(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]methane

Guidance literature:: In dichloromethane; for 48h;
DOI:10.1016/S0957-4166(01)00529-8

Reference yield: 100.0%

: 180186-94-1
bis[(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]methane

: 74-88-4
methyl iodide

: 175166-51-5,189623-45-8
(1R,2S)-Inda-Box

Guidance literature:: bis[(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]methane; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine; In tetrahydrofuran; at -20 ℃; for 3h;

methyl iodide; In tetrahydrofuran; at 60 ℃; for 24h;
DOI:10.1021/ol053036a