Calbistrin A

Base Information

Chemical Name:Calbistrin A
CAS No.:147384-55-2
Molecular Formula:C₃₁H₄₀O₈
Molecular Weight:540.654
Hs Code.:
Wikidata:Q105349827
Mol file:147384-55-2.mol

Synonyms:Calbistrin A;147384-55-2;2,4,6,8-Dodecatetraenedioic acid, 10-hydroxy-5,9,11-trimethyl-, 12-(2,3,4a,8,9,10,10a,10b-octahydro-3-hydroxy-4a,8,10b-trimethyl-1-oxo-1H-naphtho(2,1-b)pyran-10-yl) ester;LS-63530;(2E,4E,6E,8E)-12-[[(3R,4aS,8R,10S,10aS,10bR)-3-hydroxy-4a,8,10b-trimethyl-1-oxo-2,3,8,9,10,10a-hexahydrobenzo[f]chromen-10-yl]oxy]-10-hydroxy-5,9,11-trimethyl-12-oxo-dodeca-2,4,6,8-tetraenoic acid;2,4,6,8-Dodecatetraenedioic acid, 10-hydroxy-5,9,11-trimethyl-,12-(2,3,4a,8,9,10,10a,10b-octahydro-3-hydroxy-4a,8,10b-trimethyl--1-oxo-1H-naphtho(2,1-b)pyran-10-yl) ester

Suppliers and Price of Calbistrin A

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 1 raw suppliers

Chemical Property of Calbistrin A

Chemical Property:

Vapor Pressure:5.1E-26mmHg at 25°C
Boiling Point:750.8°Cat760mmHg
Flash Point:240.5°C
Density:1.23g/cm³
XLogP3:4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:9
Exact Mass:540.27231823
Heavy Atom Count:39
Complexity:1170

Purity/Quality:: 95% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1CC(C2C(=C1)C=CC3(C2(C(=O)CC(O3)O)C)C)OC(=O)C(C)C(C(=CC=CC(=CC=CC(=O)O)C)C)O
Isomeric SMILES:C[C@@H]1C[C@@H]([C@H]2C(=C1)C=C[C@]3([C@@]2(C(=O)C[C@@H](O3)O)C)C)OC(=O)C(C)C(/C(=C/C=C/C(=C/C=C/C(=O)O)/C)/C)O

Technology Process of Calbistrin A

There total 40 articles about Calbistrin A 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:

: (1R,2R,4aR,5R,6S,8R,8aS)-8-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-1,2,6-trimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbaldehyde

: 147384-55-2
calbistrin A

Guidance literature:: Multi-step reaction with 15 steps

1: SOCl₂, pyridine

2: H₂ / Pd/C / ethyl acetate

3: KOAc / dimethylformamide / 100 °C

4: diethyl ether / -78 °C

5: OsO₄, NMO / H₂O; acetone

6: NaIO₄ / H₂O; acetone

7: aq. AcOH

8: HCl / 0 °C

9: 72 percent / Dess-Martin reagent / pyridine; CH₂Cl₂ / 24 h

10: 42 percent / Zn(BH₄)2 / 1,2-dimethoxy-ethane

11: 80 percent / Dess-Martin reagent / pyridine; CH₂Cl₂ / 0.83 h

12: DMAP / toluene / 2 h

13: TBAF / tetrahydrofuran / 2 h

14: 0.1M NaOH / dioxane / 0.5 h

15: 5percent H₃PO₄ / dioxane / 2 h

With pyridine; hydrogenchloride; dmap; sodium hydroxide; sodium periodate; osmium(VIII) oxide; thionyl chloride; N-methyl-2-indolinone; zinc(II) tetrahydroborate; phosphoric acid; tetrabutyl ammonium fluoride; hydrogen; potassium acetate; Dess-Martin periodane; acetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4039(96)02377-5

Reference yield:

: 187038-11-5
(1R,2R,4aR,5S,6S,8R,8aS)-8-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5-chloro-1,2,6-trimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbaldehyde

: 147384-55-2
calbistrin A

Guidance literature:: Multi-step reaction with 14 steps

1: H₂ / Pd/C / ethyl acetate

2: KOAc / dimethylformamide / 100 °C

3: diethyl ether / -78 °C

4: OsO₄, NMO / H₂O; acetone

5: NaIO₄ / H₂O; acetone

6: aq. AcOH

7: HCl / 0 °C

8: 72 percent / Dess-Martin reagent / pyridine; CH₂Cl₂ / 24 h

9: 42 percent / Zn(BH₄)2 / 1,2-dimethoxy-ethane

10: 80 percent / Dess-Martin reagent / pyridine; CH₂Cl₂ / 0.83 h

11: DMAP / toluene / 2 h

12: TBAF / tetrahydrofuran / 2 h

13: 0.1M NaOH / dioxane / 0.5 h

14: 5percent H₃PO₄ / dioxane / 2 h

With hydrogenchloride; dmap; sodium hydroxide; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; zinc(II) tetrahydroborate; phosphoric acid; tetrabutyl ammonium fluoride; hydrogen; potassium acetate; Dess-Martin periodane; acetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4039(96)02377-5

Reference yield:

: 187038-09-1
(1R,2R,4aR,5R,6S,8R,8aS)-8-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-1,2,6-trimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbaldehyde

: 147384-55-2
calbistrin A

Guidance literature:: Multi-step reaction with 16 steps

1: 2percent HCl / ethanol

2: SOCl₂, pyridine

3: H₂ / Pd/C / ethyl acetate

4: KOAc / dimethylformamide / 100 °C

5: diethyl ether / -78 °C

6: OsO₄, NMO / H₂O; acetone

7: NaIO₄ / H₂O; acetone

8: aq. AcOH

9: HCl / 0 °C

10: 72 percent / Dess-Martin reagent / pyridine; CH₂Cl₂ / 24 h

11: 42 percent / Zn(BH₄)2 / 1,2-dimethoxy-ethane

12: 80 percent / Dess-Martin reagent / pyridine; CH₂Cl₂ / 0.83 h

13: DMAP / toluene / 2 h

14: TBAF / tetrahydrofuran / 2 h

15: 0.1M NaOH / dioxane / 0.5 h

16: 5percent H₃PO₄ / dioxane / 2 h

With pyridine; hydrogenchloride; dmap; sodium hydroxide; sodium periodate; osmium(VIII) oxide; thionyl chloride; N-methyl-2-indolinone; zinc(II) tetrahydroborate; phosphoric acid; tetrabutyl ammonium fluoride; hydrogen; potassium acetate; Dess-Martin periodane; acetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; 1,2-dimethoxyethane; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4039(96)02377-5