specionin acetate

Base Information

• Chemical Name: specionin acetate
• CAS No.: 114972-82-6
• Molecular Formula: C₂₂H₂₈O₉
• Molecular Weight: 436.459
• Mol file: 114972-82-6.mol

Synonyms:

Chemical Property of specionin acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of specionin acetate

There total 22 articles about specionin acetate 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:

C28H30O8 (142581-36-0,142694-88-0) → specionin acetate (114972-82-6,115016-26-7,115016-27-8,142694-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / aq. ethanol / 8 h / 2068.6 Torr

2: NaIO₄, p-TsoH / Ambient temperature

With sodium periodate; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In ethanol;

DOI:10.1021/jo00043a037

Reference yield:

(1α,3aβ,6aβ)-1,2,3,3a,4,6a-Hexahydro-1-pentalenol (68366-26-7) → 4-Hydroxy-benzoic acid (1aS,1bS,2R,4S,5aR,6S,6aS)-1a-acetoxymethyl-2,4-diethoxy-octahydro-1,3-dioxa-cyclopropa[a]inden-6-yl ester (114972-82-6,115016-26-7,115016-27-8,142694-77-7)

Guidance literature:

Multi-step reaction with 8 steps

2: sodium hexamethyl disilazide / tetrahydrofuran / 0 °C

3: 1.) oxygen; 2.) triphenylphosphine / 1.) Irradiation; solvent: benzene/pyridine

4: 1.) potassium ^tbutoxide / 1.) Solvent: THF, room temperature, 2.) 0 deg C

5: NaBH₄/CeCl₃ / methanol

With sodium tetrahydroborate; cerium(III) chloride; potassium tert-butylate; oxygen; sodium hexamethyldisilazane; triphenylphosphine; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4039(00)96648-6

Reference yield:

(1α,3aβ,6aβ)-1,2,3,3a,4,6a-Hexahydro-1-pentalenol (68366-26-7) → specionin acetate (114972-82-6,115016-26-7,115016-27-8,142694-77-7)

Guidance literature:

Multi-step reaction with 8 steps

2: sodium hexamethyl disilazide / tetrahydrofuran / 0 °C

3: 1.) oxygen; 2.) triphenylphosphine / 1.) Irradiation; solvent: benzene/pyridine

4: 1.) potassium ^tbutoxide / 1.) Solvent: THF, room temperature, 2.) 0 deg C

5: NaBH₄/CeCl₃ / methanol

With sodium tetrahydroborate; cerium(III) chloride; potassium tert-butylate; oxygen; sodium hexamethyldisilazane; triphenylphosphine; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4039(00)96648-6

upstream raw materials:

ethanol

4-Benzyloxy-benzoic acid (1aS,1bR,2S,3R,4aR,5S,5aS)-1a-acetoxymethyl-2,3-bis-benzyloxy-octahydro-1-oxa-cyclopropa[a]pentalen-5-yl ester

(1α,3aβ,6aβ)-1,2,3,3a,4,6a-Hexahydro-1-pentalenol

(3aR,5R,6S,6aR)-5,6-Bis-benzyloxy-hexahydro-pentalen-1-one

Downstream raw materials:

1β,3α-specionin

(-)-specionin