Kaitocephalin

Base Information

Chemical Name:Kaitocephalin
CAS No.:198710-92-8
Molecular Formula:C₁₈H₂₁Cl₂N₃O₉
Molecular Weight:494.285
Hs Code.:
UNII:9B96C79PCS
DSSTox Substance ID:DTXSID801316521
Metabolomics Workbench ID:103934
Nikkaji Number:J1.519.941E
Wikidata:Q27272312
Wikipedia:Kaitocephalin

Synonyms:kaitocephalin

Suppliers and Price of Kaitocephalin

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 Kaitocephalin

Chemical Property:

XLogP3:-4.8
Hydrogen Bond Donor Count:8
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:9
Exact Mass:493.0654846
Heavy Atom Count:32
Complexity:745

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CC(NC1CC(C(=O)O)NC(=O)C2=CC(=C(C(=C2)Cl)O)Cl)(C(C(C(=O)O)N)O)C(=O)O
Isomeric SMILES:C1C[C@@](N[C@H]1C[C@@H](C(=O)O)NC(=O)C2=CC(=C(C(=C2)Cl)O)Cl)([C@H]([C@H](C(=O)O)N)O)C(=O)O

Technology Process of Kaitocephalin

There total 86 articles about Kaitocephalin 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: 27.0%

: 420107-70-6
(2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester

: 198710-92-8
(-)-Kaitocephalin

Guidance literature:: With hydrogen; palladium hydroxide - carbon; In ethanol; chloroform; at 20 ℃;
DOI:10.1016/S0040-4039(01)02255-9

Reference yield:

: C₁₉H₁₉Cl₂N₃O₁₀

: 198710-92-8
(-)-Kaitocephalin

Guidance literature:: With water; potassium hydroxide; In ethanol; at 70 ℃; for 9h;
DOI:10.1016/j.tet.2010.12.068

Reference yield:

: (S)-3-Amino-6-oxo-tetrahydro-pyran-3-carboxylic acid methyl ester

: 198710-92-8
(-)-Kaitocephalin

Guidance literature:: Multi-step reaction with 27 steps

1: NaCN / methanol / 18 h / Heating

2: Et₃N; DMAP / CH₂Cl₂ / 20 h / 20 °C

3: 12.3 g / Et₃N; DMAP / tetrahydrofuran / 15 h / 20 °C

4: 93 percent / TBAF; AcOH / tetrahydrofuran / 22 h / 20 °C

5: 98 percent / TEMPO; PhI(OAc)2 / CH₂Cl₂ / 26 h / 20 °C

6: 98 percent / toluene / 1.5 h / 80 °C

7: 98 percent / OsO₄; DMAP / tetrahydrofuran / 19 h / -78 °C

8: 99 percent / CH₂Cl₂ / 2 h / Heating

9: TFA / CH₂Cl₂ / 1.5 h / 0 °C

10: 846 mg / NaN₃; PPTS / pentane / 16 h / 20 °C

11: 30 percent / CSA / toluene / 18 h / Heating

12: H₂ / Pd/C / ethyl acetate / 2.5 h / 20 °C

13: 57 mg / DMAP / CH₂Cl₂ / 21 h / 20 °C

14: TFA / CH₂Cl₂ / 3 h / 20 °C

15: 21 mg / DMAP / tetrahydrofuran / 15 h / 20 °C

16: LiBEt₃H / tetrahydrofuran / 1 h / -78 °C

17: DMAP / CH₂Cl₂ / 1.5 h / 20 °C

18: 100 mg / CuBr*Me₂S; BF₃*Et₂O / tetrahydrofuran / 3 h / -78 - 0 °C

19: OsO₄; NMO; H₂O / 2-methyl-propan-2-ol / 4 h / 20 °C

20: 78 mg / Et₃N; DMAP / CH₂Cl₂ / 14 h / 20 °C

21: 99 percent / DPPA; DEAD; PPh₃ / tetrahydrofuran / 1 h / 20 °C

22: PMe₃; H₂O / tetrahydrofuran / 1 h / 20 °C

23: 48 percent / BOP; DIPEA / CH₂Cl₂ / 14 h / 20 °C

24: 55 percent / TBAF; AcOH / tetrahydrofuran / 0.5 h / 20 °C

25: TEMPO; KBr; NaOCl / aq. NaHCO₃ / acetone / 1 h / 0 °C

26: 18 mg / ethyl acetate; diethyl ether

27: 29 percent / AlCl₃; Me₃S / 18 h / 20 °C

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; osmium(VIII) oxide; aluminium trichloride; sodium azide; N-methyl-2-indolinone; copper(I) bromide dimethylsulfide complex; trimethylsulfonium; [bis(acetoxy)iodo]benzene; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; diphenyl-phosphinic acid; sodium cyanide; tetrabutyl ammonium fluoride; water; hydrogen; pyridinium p-toluenesulfonate; lithium triethylborohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; potassium bromide; diethylazodicarboxylate; trimethylphosphane; palladium on activated charcoal; sodium hydrogencarbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; acetone; toluene; tert-butyl alcohol; pentane; 6: Wittig reaction;
DOI:10.1021/ol0515154