(12R)-Lythrancane-8α,12-diol diacetate

Base Information

Chemical Name:(12R)-Lythrancane-8α,12-diol diacetate
CAS No.:32209-77-1
Molecular Formula:C₃₁H₃₉NO₆
Molecular Weight:521.654
Hs Code.:
Mol file:32209-77-1.mol

Synonyms:LythrancepineIII (8CI); Lythrancine, 9-deoxy-, diacetate (ester); Lythrancepin III

Suppliers and Price of (12R)-Lythrancane-8α,12-diol diacetate

Supply Marketing:

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

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Total 1 raw suppliers

Chemical Property of (12R)-Lythrancane-8α,12-diol diacetate

Chemical Property:

Melting Point:174-8°C

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Description Also present in Lythrum anceps Mak., this base is the diacetate corresponding to Lythrancepine I. It is slightly dextrorotatory with [α]20D + 7°. Two methoxyi groups are present in the molecule, the structure having been established from the infrared, NMR and mass spectra.

Technology Process of (12R)-Lythrancane-8α,12-diol diacetate

There total 15 articles about (12R)-Lythrancane-8α,12-diol diacetate 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: 64.0%

: 108-24-7
acetic anhydride

: 32209-76-0,98048-61-4
(+/-)-lythrancepine II

: 32209-77-1,38969-69-6,110454-03-0
(+/-)-lythrancepine III

Guidance literature:: With pyridine; for 6h; Ambient temperature;
DOI:10.1021/jo00230a003

Reference yield:

: 2314-37-6
3-iodo-4-methoxybenzaldehyde

: 32209-77-1,38969-69-6,110454-03-0
(+/-)-lythrancepine III

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) dimethoxyethane, RT, 1 h, 2.) dimethoxyethane, RT, 6 h

2: 71 percent / lithium triethylborohydride / tetrahydrofuran; CH₂Cl₂ / 0.5 h

3: 92 percent / p-toluenesulfono hydrazide, aq. sodium acetate / 1,2-dimethoxy-ethane / Heating

4: 85 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 72 h / Ambient temperature

5: 20 percent / tetrakis(triphenylphosphine)nickel⁽⁰⁾ / dimethylformamide / 48 h / 55 °C

6: 54 percent / boron tribromide / CH₂Cl₂ / 0.05 h / 0 °C

7: 64 percent / pyridine / 6 h / Ambient temperature

With pyridine; dmap; tetrakis(triphenylphosphine)nickel⁽⁰⁾; sodium acetate; boron tribromide; sodium hydride; lithium triethylborohydride; triethylamine; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00230a003

Reference yield:

: 97974-74-8
(6α,8α,9aα)-(+/-)-octahydro-6-(3-iodo-4-methoxyphenyl)-8-(phenylmethoxy)-4H-quinolizin-4-thione

: 32209-77-1,38969-69-6,110454-03-0
(+/-)-lythrancepine III

Guidance literature:: Multi-step reaction with 10 steps

1: 2.) triphenylphosphine, 1,4-diazabicyclo<2.2.2>octane / 1.) chloroform, RT, 24 h, 2.) chloroform, reflux, 1 h

2: 88 percent / sodium cyanoborohydride, HCl / methanol; tetrahydrofuran / 0.17 h / Ambient temperature

3: 1.) n-BuLi / 1.) THF, -78 deg C, 15 min, 2.) THF, -78 deg C, 75 min

4: 1.) NaH / 1.) dimethoxyethane, RT, 1 h, 2.) dimethoxyethane, RT, 6 h

5: 71 percent / lithium triethylborohydride / tetrahydrofuran; CH₂Cl₂ / 0.5 h

6: 92 percent / p-toluenesulfono hydrazide, aq. sodium acetate / 1,2-dimethoxy-ethane / Heating

7: 85 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 72 h / Ambient temperature

8: 20 percent / tetrakis(triphenylphosphine)nickel⁽⁰⁾ / dimethylformamide / 48 h / 55 °C

9: 54 percent / boron tribromide / CH₂Cl₂ / 0.05 h / 0 °C

10: 64 percent / pyridine / 6 h / Ambient temperature

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; dmap; n-butyllithium; tetrakis(triphenylphosphine)nickel⁽⁰⁾; sodium acetate; boron tribromide; sodium hydride; lithium triethylborohydride; sodium cyanoborohydride; triethylamine; toluene-4-sulfonic acid hydrazide; triphenylphosphine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00230a003