lasiodiplodin

Base Information

• Chemical Name: lasiodiplodin
• CAS No.: 32885-81-7
• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.375
• Mol file: 32885-81-7.mol

Synonyms:1H-2-Benzoxacyclododecin-1-one,3,4,5,6,7,8,9,10-octahydro-12-hydroxy-14-methoxy-3-methyl-, (S)- (8CI);(-)-(S)-Lasiodiplodin; (-)-Lasiodiplodin; (S)-Lasiodiplodin; Lasiodiplodin

Chemical Property of lasiodiplodin

Chemical Property:

• PSA: 55.76000
• LogP: 3.84280

Purity/Quality:

98%Min ^*data from raw suppliers

Lasiodiplodin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of lasiodiplodin

There total 8 articles about lasiodiplodin 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:

2-(pent-4-en-1-yl)-1,3-dithiane (88180-26-1) → (3S)-lasiodiplodin (32885-81-7)

Guidance literature:

Multi-step reaction with 5 steps

1: BuLi / tetrahydrofuran; hexane / 1.) -40 deg C, 30 min; 0 deg C, 2 h; 2.) 0 deg C, 1 h; r.t., 12 h

2: 1.) 9-BBN, 2.) K₃PO₄ / 2.) Pd(PPh₃)4 / 1.) hexane, r.t., 12 h, 2.) dioxane, reflux, 5 h

3: 91 percent / aq. KOH / ethanol / 2 h / Heating

4: 1.) di(2-pyridyl) disulfide, PPh₃, 2.) AgClO₄ / 1.) MeCN, r.t., 1 h, 2.) MeCN, reflux, 30 min

5: Raney nickel W₇ / tetrahydrofuran / 3 h / Heating

With potassium hydroxide; potassium phosphate; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; 2,2'-dipyridyldisulphide; Raney nickel W₇; silver perchlorate; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane;

DOI:10.1039/p19960002619

Reference yield:

methyl 4-(benzyloxy)-2,6-dihydroxybenzoate (77376-71-7) → (3S)-lasiodiplodin (32885-81-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / diethyl ether / 12 h / Ambient temperature

2: 88 percent / pyridine / 5 h / Ambient temperature

3: 1.) 9-BBN, 2.) K₃PO₄ / 2.) Pd(PPh₃)4 / 1.) hexane, r.t., 12 h, 2.) dioxane, reflux, 5 h

4: 91 percent / aq. KOH / ethanol / 2 h / Heating

5: 1.) di(2-pyridyl) disulfide, PPh₃, 2.) AgClO₄ / 1.) MeCN, r.t., 1 h, 2.) MeCN, reflux, 30 min

6: Raney nickel W₇ / tetrahydrofuran / 3 h / Heating

With pyridine; potassium hydroxide; potassium phosphate; 9-borabicyclo[3.3.1]nonane dimer; 2,2'-dipyridyldisulphide; Raney nickel W₇; silver perchlorate; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1039/p19960002619

Reference yield:

(S)-2-(2-Hydroxypropyl)-2-(pent-4-enyl)-1,3-dithiane (185038-87-3) → (3S)-lasiodiplodin (32885-81-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 9-BBN, 2.) K₃PO₄ / 2.) Pd(PPh₃)4 / 1.) hexane, r.t., 12 h, 2.) dioxane, reflux, 5 h

2: 91 percent / aq. KOH / ethanol / 2 h / Heating

3: 1.) di(2-pyridyl) disulfide, PPh₃, 2.) AgClO₄ / 1.) MeCN, r.t., 1 h, 2.) MeCN, reflux, 30 min

4: Raney nickel W₇ / tetrahydrofuran / 3 h / Heating

With potassium hydroxide; potassium phosphate; 9-borabicyclo[3.3.1]nonane dimer; 2,2'-dipyridyldisulphide; Raney nickel W₇; silver perchlorate; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol;

DOI:10.1039/p19960002619

upstream raw materials:

(S)-3,4,5,6,7,8,9,10-Octahydro-12-benzyloxy-14-methoxy-3-methyl-5,5-(prop-1,3-ylenedithio)-1H-2-benzoxacyclododecin-1-one

2-(pent-4-en-1-yl)-1,3-dithiane

methyl 4-(benzyloxy)-2,6-dihydroxybenzoate

(S)-2-(2-Hydroxypropyl)-2-(pent-4-enyl)-1,3-dithiane

Refernces