(3S,4R,4aR,6aS,8R,9R,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol

Base Information

Chemical Name:(3S,4R,4aR,6aS,8R,9R,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol
CAS No.:52645-92-8
Molecular Formula:C20H34O4
Molecular Weight:338.4816
Hs Code.:

Synonyms:

Suppliers and Price of (3S,4R,4aR,6aS,8R,9R,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4R,4aR,6aS,8R,9R,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol

Chemical Property:

Vapor Pressure:1.94E-12mmHg at 25°C
Boiling Point:507.8°C at 760 mmHg
Flash Point:230.4°C
Density:1.22g/cm³

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (3S,4R,4aR,6aS,8R,9R,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol

There total 74 articles about (3S,4R,4aR,6aS,8R,9R,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol 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: 90.0%

: 135404-92-1
3α,18-bis-tert-butyldimethylsilyloxyaphidicolin

: 38966-21-1,52645-92-8,52645-96-2,69926-98-3,79254-70-9
(+)-aphidicolin

Guidance literature:: With hydrogen fluoride; In dichloromethane; acetonitrile; at -5 ℃; for 0.333333h;

Reference yield: 70.0%

: 135436-61-2
3α,18-(2,2-dimethylpropylidenedioxy)aphidicolin

: 38966-21-1,52645-92-8,52645-96-2,69926-98-3,79254-70-9
(+)-aphidicolin

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 60 ℃; for 36h;

Reference yield:

: 73697-01-5
C₂₃H₃₄O₄

: 38966-21-1,52645-92-8,52645-96-2,69926-98-3,79254-70-9
(+/-)-aphidicolin

Guidance literature:: Multi-step reaction with 13 steps

1: 88 percent / zinc iodide / CHCl₃

2: 97 percent / zinc iodide / CHCl₃ / 40 °C

3: 75 percent / diisobutylaluminium hydride / toluene / 0 °C

4: 80 percent / hexamethylphosphoric acid triamide / -35 °C

5: 80 percent / lithium diisopropylamide / tetrahydrofuran; hexamethylphosphoric acid triamide / 23 °C

6: sodium borohydride / ethanol; tetrahydrofuran / -20 °C

7: 90 percent / 4-dimethylaminopyridine, triethylamine / CHCl₃ / 23 °C

8: 86 percent / 1,3-diiodo-5,5-dimethylhydantoin / acetone; tetrahydrofuran; H₂O / 0.5 h / -20 °C

9: hydrogen / Pd/C / 760 Torr

11: 4-dimethylaminopyridine, triethylamine / CHCl₃ / 23 °C

12: 90 percent / lithium di-tert-butylamide / various solvent(s) / -130 - -120 °C

13: 2.) acetic acid / 2.) methanol, water

With dmap; sodium tetrahydroborate; 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; hydrogen; lithium bis(trimethylsilyl)amide; diisobutylaluminium hydride; acetic acid; triethylamine; zinc(II) iodide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; chloroform; water; acetone; toluene;
DOI:10.1021/ja00525a055