(E)-α-santalal

Base Information

• Chemical Name: (E)-α-santalal
• CAS No.: 19903-70-9
• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.339
• Mol file: 19903-70-9.mol

Synonyms:

Chemical Property of (E)-α-santalal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-α-santalal

There total 11 articles about (E)-α-santalal 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: 95.0%

(Z)-5-(dimethyltricyclo<2.2.1.02,6>hept-3-yl)-2-methylpent-2-enal → (E)-5-(2,3-dimethyltricyclo<2.2.1.02,6>hept-3-yl)-2-methylpent-2-enal (13827-97-9,19903-70-9,73307-64-9)

Guidance literature:

With benzoic acid; In chloroform; at 100 ℃; for 24h;

DOI:10.1016/S0040-4039(00)73929-3

Reference yield:

7-((Z)-4-Methoxy-pent-3-enyl)-1,7-dimethyl-tricyclo[2.2.1.02,6]heptane → (E)-α-santalal (13827-97-9,19903-70-9,73307-64-9)

Guidance literature:

With sodium acetate; pyridinium chlorochromate; In dichloromethane; for 20h; Ambient temperature;

DOI:10.1021/jo00245a012

Reference yield:

8-bromotricyclene (52645-83-7,95910-71-7) → (E)-5-(2,3-dimethyltricyclo<2.2.1.02,6>hept-3-yl)-2-methylpent-2-enal (13827-97-9,19903-70-9,73307-64-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 64 percent / K-t-BuO, BuLi / tetrahydrofuran / 0.5 h / -75 °C

2: 46 percent / K-t-BuO, BuLi, fluorodimethoxyborane diethyl etherate, 30 percent aq. hydrogen peroxide / tetrahydrofuran / 1 h / 25 °C

3: 96 percent / MnO₂ / hexane / 24 h / 25 °C

4: 95 percent / benzoic acid / CHCl₃ / 24 h / 100 °C

With manganese(IV) oxide; n-butyllithium; fluorodimethoxyborane diethyl etherate; potassium tert-butylate; dihydrogen peroxide; benzoic acid; In tetrahydrofuran; hexane; chloroform;

DOI:10.1016/S0040-4039(00)73929-3

upstream raw materials:

8-bromotricyclene

(-)-1,7-dimethyl-7-(4-methyl-3-pentenyl)tricyclo[2.2.1.0(2,6)]heptane

(+)-α-santalol

3-Methyl-1-butene

Refernces

• 1、 Coates, Robert M.,Denissen, Jon F.,Juvik, John A.,Babka, Barbara A.. "Identification of &α-Santalenoic and endo-&β-Bergamotenoic Acids as Moth Oviposition Stimulants from Wild Tomato Leaves". . p. 2186 - 2192. Retrieved 2007/10/02.