Tubulosine

Base Information

Chemical Name:Tubulosine
CAS No.:2632-29-3
Molecular Formula:C29H37 N3 O3
Molecular Weight:475.631
Hs Code.:
NSC Number:131547
UNII:112A6Z7SN5
DSSTox Substance ID:DTXSID701100319
Nikkaji Number:J14.798B
Wikidata:Q27108491
Metabolomics Workbench ID:53501
ChEMBL ID:CHEMBL518568
Mol file:2632-29-3.mol

Synonyms:10,11-dimethoxytubulosanol;tubulosine;tubulosine, (1'beta)-isomer;tubulosine, (1'beta,2alpha,3beta,14beta)-isomer

Suppliers and Price of Tubulosine

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 29 raw suppliers

Chemical Property of Tubulosine

Chemical Property:

Melting Point:282-283 °C
Boiling Point:667.8°Cat760mmHg
PKA:9.78±0.40(Predicted)
Flash Point:357.7°C
PSA：69.75000
Density:1.27g/cm³
LogP:5.37980
XLogP3:4.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:475.28349205
Heavy Atom Count:35
Complexity:723

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC1CN2CCC3=CC(=C(C=C3C2CC1CC4C5=C(CCN4)C6=C(N5)C=CC(=C6)O)OC)OC
Isomeric SMILES:CC[C@H]1CN2CCC3=CC(=C(C=C3[C@@H]2C[C@@H]1C[C@@H]4C5=C(CCN4)C6=C(N5)C=CC(=C6)O)OC)OC
Description This alkaloid is a constituent of the bark of Pogonopus tubulosus (DC.) Schumann and is laevorotatory having [α]24D - 65.9° (c 2.0, pyridine). The ultraviolet spectrum in ethanol has an absorption maximum at 281Mu with a shoulder at 225 Mu. Two methoxyl groups, a phenolic hydroxyl group and two imino groups are present, the base yielding a crystalline monoacetyl derivative, m.p. l84-6°C and the diacetyl compound, m.p. l49-l5l°C.

Technology Process of Tubulosine

There total 9 articles about Tubulosine 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: 67.0%

: 30833-25-1
O-benzyltubulosine

: 2632-29-3
Tubulosine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 25 ℃; for 1.58333h; under 750.06 Torr;
DOI:10.1002/chem.200306039

Reference yield:

: 31248-76-7
2,3-(R,R)-11b-(S)-O-benzyl-dehydrotubulosine

: 2632-29-3
Tubulosine

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / 1,2-(S,S)-N-tosyl-1,2-diphenylethyldiamine; Et₃N; HCOOH / dichloro(p-cymene)ruthenium(II) dimer / dimethylformamide / 0.67 h / 25 °C

2: 67 percent / H₂ / Pd/C / aq. methanol / 1.58 h / 25 °C / 750.06 Torr

With formic acid; hydrogen; triethylamine; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; palladium on activated charcoal; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/chem.200306039

Reference yield:

: 20776-45-8
5-benzyloxytryptamine

: 2632-29-3
Tubulosine

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / 2-hydroxypyridine / 3.25 h / 170 °C

2: 49 percent / POCl₃ / benzene / 1.42 h / Heating

3: 78 percent / 1,2-(S,S)-N-tosyl-1,2-diphenylethyldiamine; Et₃N; HCOOH / dichloro(p-cymene)ruthenium(II) dimer / dimethylformamide / 0.67 h / 25 °C

4: 67 percent / H₂ / Pd/C / aq. methanol / 1.58 h / 25 °C / 750.06 Torr

With 2-hydroxypyridin; formic acid; hydrogen; triethylamine; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; trichlorophosphate; palladium on activated charcoal; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1002/chem.200306039