(1aR)-3-(Acetyloxy)methyl-1aα,1bβ,4,4a,5,7aα,7b,8,9,9a-decahydro-1,1,6,8α-tetramethyl-1H-cyclopropa[3,4]benz[1,2-e]azulene-4aβ,5β,7bα,9β,9aα-pentol 9,9a-diacetate

Base Information

• Chemical Name: (1aR)-3-(Acetyloxy)methyl-1aα,1bβ,4,4a,5,7aα,7b,8,9,9a-decahydro-1,1,6,8α-tetramethyl-1H-cyclopropa[3,4]benz[1,2-e]azulene-4aβ,5β,7bα,9β,9aα-pentol 9,9a-diacetate
• CAS No.: 77646-25-4
• Molecular Formula: C26H36O9
• Molecular Weight: 492.55864
• Mol file: 77646-25-4.mol

Synonyms:

Chemical Property of (1aR)-3-(Acetyloxy)methyl-1aα,1bβ,4,4a,5,7aα,7b,8,9,9a-decahydro-1,1,6,8α-tetramethyl-1H-cyclopropa[3,4]benz[1,2-e]azulene-4aβ,5β,7bα,9β,9aα-pentol 9,9a-diacetate

Chemical Property:

• PSA: 139.59000
• LogP: 1.43430

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1aR)-3-(Acetyloxy)methyl-1aα,1bβ,4,4a,5,7aα,7b,8,9,9a-decahydro-1,1,6,8α-tetramethyl-1H-cyclopropa[3,4]benz[1,2-e]azulene-4aβ,5β,7bα,9β,9aα-pentol 9,9a-diacetate

There total 3 articles about (1aR)-3-(Acetyloxy)methyl-1aα,1bβ,4,4a,5,7aα,7b,8,9,9a-decahydro-1,1,6,8α-tetramethyl-1H-cyclopropa[3,4]benz[1,2-e]azulene-4aβ,5β,7bα,9β,9aα-pentol 9,9a-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:

Acetic acid (1aS,1bR,4aS,7aR,7bR,8S,9S,9aR)-9-acetoxy-3-acetoxymethyl-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester (19891-05-5) → Acetic acid (1aS,1bR,4aS,5R,7aR,7bR,8S,9S,9aR)-9-acetoxy-3-acetoxymethyl-4a,5,7b-trihydroxy-1,1,6,8-tetramethyl-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester (77646-25-4)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In methanol;

DOI:10.1021/ja00206a050

Reference yield:

isophorbol 12,13,20-triacetate (22338-57-4) → Acetic acid (1aR,1bS,4aS,7aS,7bS,8R,9R,9aS)-9-acetoxy-3-acetoxymethyl-4a,5,7b-trihydroxy-1,1,6,8-tetramethyl-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester (30460-55-0,77646-24-3,77646-25-4)

Guidance literature:

With sodium tetrahydroborate; In 1,4-dioxane; isopropyl alcohol;

Reference yield:

→ Phorbol-3-ol-12,13,20-triacetat (30460-55-0,77646-24-3,77646-25-4)

Guidance literature:

Phorbol-12,13,20-triacetat, NaBH4;

DOI:10.1016/S0040-4039(01)89890-7

upstream raw materials:

isophorbol 12,13,20-triacetate

Acetic acid (1aS,1bR,4aS,7aR,7bR,8S,9S,9aR)-9-acetoxy-3-acetoxymethyl-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester

Downstream raw materials:

Phorbol

C₃₇H₄₄O₈

C₄₄H₄₈O₉

C₄₄H₅₀O₉Si

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