Siastatin B

Base Information

Chemical Name:Siastatin B
CAS No.:54795-58-3
Molecular Formula:C8H14N2O5
Molecular Weight:218.2072
Hs Code.:2933399090
European Community (EC) Number:637-232-2
DSSTox Substance ID:DTXSID90203265
Nikkaji Number:J133.806D
Wikidata:Q76150860
Metabolomics Workbench ID:114630
ChEMBL ID:CHEMBL201657
Mol file:54795-58-3.mol

Synonyms:3,4-diepisiastatin B;3-episiastatin B;4,5-diepisiastatin B;5-episiastatin B;6-episiastatin B;A-72363 A-1;A-72363 A-2;A-72363 B;A-72363 C;siastatin;siastatin B;siastatin B of siastatin;siastatins

Suppliers and Price of Siastatin B

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
Siastatin B lyophilized powder, from microbial
5mg
$ 347.00

American Custom Chemicals Corporation
SIASTATIN B 95.00%
5MG
$ 853.14

Total 6 raw suppliers

Chemical Property of Siastatin B

Chemical Property:

Vapor Pressure:7.93E-16mmHg at 25°C
Melting Point:135-136 °C (decomp)
Boiling Point:579.2°Cat760mmHg
PKA:3.20±0.70(Predicted)
Flash Point:304.1°C
PSA：118.89000
Density:1.48g/cm³
LogP:-1.80590
Storage Temp.:−20°C
Solubility.:H2O: 2.3 mL/vial for a 10 mM solution
XLogP3:-4.4
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:218.09027155
Heavy Atom Count:15
Complexity:270

Purity/Quality:

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

Siastatin B lyophilized powder, from microbial ^*data from reagent suppliers

Safty Information:

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

MSDS Files:: Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC(=O)NC1C(C(C(CN1)C(=O)O)O)O
Isomeric SMILES:CC(=O)N[C@@H]1[C@H]([C@H]([C@H](CN1)C(=O)O)O)O
Uses Broad spectrum inhibitor of sialidase.

Technology Process of Siastatin B

There total 20 articles about Siastatin B 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: 94.0%

: 127106-59-6,141781-92-2
4,5-O-isopropylidenesiastatin B

: 54795-58-3
siastatin B

Guidance literature:: With hydrogenchloride; for 1h; Ambient temperature;
DOI:10.1246/bcsj.65.978

Reference yield:

: 117097-24-2
5-azido-5-deoxy-2,3-O-isopropylidene-L-ribono-1,4-lactone

: 54795-58-3
siastatin B

Guidance literature:: Multi-step reaction with 13 steps

1: 88 percent / H₂ / Raney Ni / methanol

2: 1.) imidazole, 2.) NaH / DMF

3: 70 percent / NaBH₄ / ethanol

4: 88 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

5: Ph₃P, DEAD / dimethylformamide

7: 99 percent / RuO₄ / CH₂Cl₂; CCl₄

8: NaH / 1,2-dimethoxy-ethane

9: 1.) p-TSOH, AC₂O, 2.) K₂CO₃ / 2.) benzene

10: 80 percent / pyridine / 38 °C

11: 1.) CH₃CH=C(CH₃)2, NaOCl₂-NaH₂PO₄, 2.) (i-Pr)2NEt / 1.) t-BuOH, H₂O; 2.) CH₂Cl₂

12: 75 percent / NaBH₄ / tetrahydrofuran; various solvent(s)

With 1H-imidazole; sodium tetrahydroborate; sodium dihydrogenphosphate; ruthenium tetroxide; 2-methyl-but-2-ene; oxalyl dichloride; hydrogen; acetic anhydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; nickel; In tetrahydrofuran; pyridine; methanol; tetrachloromethane; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00229a069

Reference yield:

: 41546-21-8
L-ribose

: 54795-58-3
siastatin B

Guidance literature:: Multi-step reaction with 14 steps

2: 88 percent / H₂ / Raney Ni / methanol

3: 1.) imidazole, 2.) NaH / DMF

4: 70 percent / NaBH₄ / ethanol

5: 88 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

6: Ph₃P, DEAD / dimethylformamide

8: 99 percent / RuO₄ / CH₂Cl₂; CCl₄

9: NaH / 1,2-dimethoxy-ethane

10: 1.) p-TSOH, AC₂O, 2.) K₂CO₃ / 2.) benzene

11: 80 percent / pyridine / 38 °C

12: 1.) CH₃CH=C(CH₃)2, NaOCl₂-NaH₂PO₄, 2.) (i-Pr)2NEt / 1.) t-BuOH, H₂O; 2.) CH₂Cl₂

13: 75 percent / NaBH₄ / tetrahydrofuran; various solvent(s)

With 1H-imidazole; sodium tetrahydroborate; sodium dihydrogenphosphate; ruthenium tetroxide; 2-methyl-but-2-ene; oxalyl dichloride; hydrogen; acetic anhydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; nickel; In tetrahydrofuran; pyridine; methanol; tetrachloromethane; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00229a069