(1aR)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-Decahydro-3-hydroxymethyl-5-oxo-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulene-4aβ,7bα,9α,9aβ-tetrol 9-acetate 9a-laurate

Base Information

• Chemical Name: (1aR)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-Decahydro-3-hydroxymethyl-5-oxo-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulene-4aβ,7bα,9α,9aβ-tetrol 9-acetate 9a-laurate
• CAS No.: 16675-05-1
• Molecular Formula: C₃₄H₅₂O₈
• Molecular Weight: 588.782
• Mol file: 16675-05-1.mol

Synonyms:Lauricacid, 9a-ester with 1,1aa,1bb,4,4a,7aa,7b,8,9,9a-decahydro-4ab,7ba,9b,9aa-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8a-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one9-acetate (8CI); 5H-Cyclopropa[3,4]benz[1,2-e]azulen-5-one, 1,1aa,1bb,4,4a,7aa,7b,8,9,9a-decahydro-4ab,7ba,9b,9aa-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8a-tetramethyl-, 9-acetate 9a-laurate;9aH-Cyclopropa[3,4]benz[1,2-e]azulene, dodecanoic acid deriv.;12-O-Acetylphorbol (13)-dodecanoate

Chemical Property of (1aR)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-Decahydro-3-hydroxymethyl-5-oxo-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulene-4aβ,7bα,9α,9aβ-tetrol 9-acetate 9a-laurate

Chemical Property:

• Vapor Pressure: 2.12E-21mmHg at 25°C
• Refractive Index: 1.4900 (estimate)
• Boiling Point: 679.7°C at 760 mmHg
• Flash Point: 205.8°C
• Density: 1.19g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1aR)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-Decahydro-3-hydroxymethyl-5-oxo-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulene-4aβ,7bα,9α,9aβ-tetrol 9-acetate 9a-laurate

There total 5 articles about (1aR)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-Decahydro-3-hydroxymethyl-5-oxo-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulene-4aβ,7bα,9α,9aβ-tetrol 9-acetate 9a-laurate 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: 65.0%

12-O-acetylphorbol 13,20-didodecanoate (20839-26-3) → 12-O-acetylphorbol 13-dodecanoate (20839-16-1,16675-05-1)

Guidance literature:

With aq. 4; In methanol;

DOI:10.1248/cpb.50.523

Reference yield:

phorbol (17673-25-5) → 12-O-acetylphorbol 13-dodecanoate (20839-16-1,16675-05-1)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 1 h / 90 °C

2: 80 percent / KOH / methanol / 1 h / 20 °C

3: 75 percent / pyridine / 120 h / 20 °C

4: 65 percent / aq. 4 / methanol

With pyridine; potassium hydroxide; In methanol;

DOI:10.1248/cpb.50.523

Reference yield:

phorbol 12,13,20-triacetate (19891-05-5) → 12-O-acetylphorbol 13-dodecanoate (20839-16-1,16675-05-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / KOH / methanol / 1 h / 20 °C

2: 75 percent / pyridine / 120 h / 20 °C

3: 65 percent / aq. 4 / methanol

With pyridine; potassium hydroxide; In methanol;

DOI:10.1248/cpb.50.523

upstream raw materials:

n-dodecanoyl chloride

phorbol 12-acetate

12-O-acetylphorbol 13,20-didodecanoate

phorbol