[4-(16-Acetyloxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-6-yl)-2-methylbutyl] acetate

Base Information

• Chemical Name: [4-(16-Acetyloxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-6-yl)-2-methylbutyl] acetate
• CAS No.: 2309-38-8
• Molecular Formula: C₃₁H₄₆O₅
• Molecular Weight: 498.703
• NSC Number: 93243,224266
• DSSTox Substance ID: DTXSID40945764

Synonyms:63162-72-1;[4-(16-Acetyloxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-6-yl)-2-methylbutyl] acetate;2309-38-8;DTXSID40945764;SYAZYBRDBNTORM-UHFFFAOYSA-N;NSC93243;NSC-93243;NSC224266;NSC-224266;Pseduosarsasapogenin-5,20-dien diacetate;Furosta-5,20(22)-dien-3,27-diyl diacetate;26-(Acetyloxy)furosta-5,20(22)-dien-3-yl acetate #

Chemical Property of [4-(16-Acetyloxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-6-yl)-2-methylbutyl] acetate

Chemical Property:

• Vapor Pressure: 3.37E-13mmHg at 25°C
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 498.33452456
• Heavy Atom Count: 36
• Complexity: 964

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(OC2C1C3(CCC4C(C3C2)CC=C5C4(CCC(C5)OC(=O)C)C)C)CCC(C)COC(=O)C

Technology Process of [4-(16-Acetyloxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-6-yl)-2-methylbutyl] acetate

There total 6 articles about [4-(16-Acetyloxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-6-yl)-2-methylbutyl] acetate 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:

acetyl chloride (75-36-5) + diosgenin (512-04-9) → diosgenin acetate (1061-54-7) + pseudodiosgenin diacetate (2309-38-8)

Guidance literature:

With quinoline; acetic anhydride; In tetrahydrofuran; butanone; at 130 ℃; for 6h; under 4395.87 Torr; Reagent/catalyst; Microwave irradiation;

DOI:10.1021/acs.oprd.8b00038

Reference yield:

(22R,25R)-3β,16β,22,26-tetra-acetoxy-cholest-5-ene (123748-70-9) + acetic anhydride (108-24-7) → (25R)-3β,16β,26-triacetoxy-cholest-5-en-22-one (123748-72-1) + Acetic acid (R)-4-((2S,4aR,4bS,6aS,6bR,10aS,10bS)-2-acetoxy-8-hydroxy-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,7,8,9a,10,10a,10b,11-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl)-2-methyl-butyl ester (123617-44-7) + Acetic acid (R)-4-((2S,4aR,4bS,6aS,6bS,10aS,10bS)-2-acetoxy-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11-tetradecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl)-2-methyl-butyl ester (2309-38-8,63162-72-1) + Acetic acid (3S,8S,9S,10R,13S,14S,16R,17R)-3-acetoxy-17-((1S,5R)-6-hydroxy-1,5-dimethyl-2-oxo-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester (123617-40-3)

Guidance literature:

With aluminium trichloride; for 6h; Yield given. Further byproducts given. Yields of byproduct given; Heating;

Reference yield:

(22R,25R)-3β,16β,22,26-tetra-acetoxy-cholest-5-ene (123748-70-9) + acetic anhydride (108-24-7) → (25R)-3β,16β,26-triacetoxy-cholest-5-en-22-one (123748-72-1) + Acetic acid (R)-4-((2S,4aR,4bS,6aS,6bR,10aS,10bS)-2-acetoxy-8-hydroxy-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,7,8,9a,10,10a,10b,11-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl)-2-methyl-butyl ester (123617-44-7) + Acetic acid (R)-4-((2S,4aR,4bS,6aS,6bS,10aS,10bS)-2-acetoxy-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11-tetradecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl)-2-methyl-butyl ester (2309-38-8,63162-72-1) + (25R)-26-hydroxy-22-oxocholest-5-en-3β,16β-diyl diacetate (123617-41-4)

Guidance literature:

With aluminium trichloride; for 6h; Yield given. Further byproducts given. Yields of byproduct given; Heating;

upstream raw materials:

acetyl chloride

diosgenin

(22R,25R)-3β,16β,22,26-tetra-acetoxy-cholest-5-ene

acetic anhydride

Downstream raw materials:

Pregnenolone

pseudodiosgenin

diosgenin

3,26-dimethoxy-23-(p-dimethylaminobenzylidenyl)-furost-5,20-diene

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