(+)-Calycanthidine

Base Information

Chemical Name:(+)-Calycanthidine
CAS No.:5516-85-8
Molecular Formula:C23H28N4
Molecular Weight:360.4952
Hs Code.:
DSSTox Substance ID:DTXSID90970501
Wikidata:Q27106028
Metabolomics Workbench ID:53033

Synonyms:(+)-calycanthidine;Calycanthidine;5516-85-8;(3aR,3a'R,8aS,8a'R)-1,1',8-trimethyl-2,2',3,3',8,8',8a,8a'-octahydro-1H,1'H-3a,3a'-bipyrrolo[2,3-b]indole;CHEBI:3332;DTXSID90970501;(3aS,8bR)-8b-[(3aR,8bR)-3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-8b-yl]-3,4-dimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indole;C09097;Q27106028;1,1',8-Trimethyl-2,2',3,3',8,8',8a,8'a-octahydro-1H,1'H-3a,3'a-bipyrrolo[2,3-b]indole

Suppliers and Price of (+)-Calycanthidine

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 (+)-Calycanthidine

Chemical Property:

Boiling Point:487.4°Cat760mmHg
Flash Point:263.3°C
PSA：21.75000
Density:1.21g/cm³
LogP:3.13970
XLogP3:4.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:360.23139691
Heavy Atom Count:27
Complexity:609

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN1CCC2(C1NC3=CC=CC=C32)C45CCN(C4N(C6=CC=CC=C56)C)C
Isomeric SMILES:CN1CC[C@]2([C@@H]1NC3=CC=CC=C32)[C@]45CCN([C@H]4N(C6=CC=CC=C56)C)C

Technology Process of (+)-Calycanthidine

There total 20 articles about (+)-Calycanthidine 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: 100.0%

: 582315-06-8
8'-benzyl-1,8,1'-trimethyl-2,3,8,8aR,2',3',8',8'aR-octahydro-1H-1'H-[3aS,3'aS]bipyrrolo[2,3-b]indole

: 5516-85-8
1,8,1'-trimethyl-2,3,8,8aR,2',3',8',8'aR-octahydro-1H-1'H-[3aS,3'aS]bipyrrolo[2,3-b]indole

Guidance literature:: With ammonia; sodium; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1016/S0040-4020(03)00855-X

Reference yield: 71.0%

: 1562409-22-6
C₂₅H₂₈N₄O₄

: 5516-85-8
1,8,1'-trimethyl-2,3,8,8aR,2',3',8',8'aR-octahydro-1H-1'H-[3aS,3'aS]bipyrrolo[2,3-b]indole

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In toluene; at 110 ℃;
DOI:10.1039/c3sc52451e

Reference yield:

: 1217-89-6
1-benzylisatin

: 5516-85-8
1,8,1'-trimethyl-2,3,8,8aR,2',3',8',8'aR-octahydro-1H-1'H-[3aS,3'aS]bipyrrolo[2,3-b]indole

Guidance literature:: Multi-step reaction with 11 steps

1.1: 76 percent / AcOH; HCl / 6 h / 110 °C

2.1: 97 percent / Cs₂CO₃ / dimethylformamide / 24 h / 20 °C

3.1: 88 percent / H₂ / PtO₂ / ethyl acetate / 20 °C / 760 Torr

4.1: LHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -40 °C

4.2: 75 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 13 h / -35 - 20 °C

5.1: 98 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 3 h / 20 °C

6.1: NaIO₄ / H₂O; tetrahydrofuran / 12 h / 20 °C

6.2: 87 percent / NaBH₄ / methanol / 0.17 h / 20 °C

7.1: Red-Al(R) / tetrahydrofuran / 1.5 h / 67 °C

8.1: 3.27 g / PPh₃; HN₃; DEAD / 0 - 20 °C / pH 13

9.1: PPh₃ / tetrahydrofuran; H₂O / 12 h / 20 °C

9.2: 77 percent / methanol / 12 h / 110 °C

10.1: 95 percent / NaBH(OAc)3 / methanol / 0.17 h

11.1: 100 percent / Na; liquid NH₃ / tetrahydrofuran / -78 - 20 °C

With hydrogenchloride; sodium periodate; tris-(2-chloro-ethyl)-amine; camphor-10-sulfonic acid; ammonia; hydrogen; sodium; sodium tris(acetoxy)borohydride; caesium carbonate; acetic acid; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium hexamethyldisilazane; diethylazodicarboxylate; platinum(IV) oxide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; 8.1: Mitsunobu reaction / 9.1: Staudinger reaction;
DOI:10.1016/S0040-4020(03)00855-X