Cryptocapsin

Base Information

• Chemical Name: Cryptocapsin
• CAS No.: 7044-42-0
• Molecular Formula: C₄₀H₅₆O₂
• Molecular Weight: 568.883
• DSSTox Substance ID: DTXSID001317913
• Metabolomics Workbench ID: 28817
• Nikkaji Number: J15.385K
• Wikidata: Q63408946
• Mol file: 7044-42-0.mol

Synonyms:Cryptocapsin;7044-42-0;SCHEMBL983604;CHEBI:176096;DTXSID001317913;LMPR01070049;Q63408946;(2E,4E,6E,8E,10E,12E,14E,16E,18E)-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethyl-19-(2,6,6-trimethylcyclohexen-1-yl)nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one

Chemical Property of Cryptocapsin

Chemical Property:

• XLogP3: 11.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 568.42803102
• Heavy Atom Count: 42
• Complexity: 1280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC(=O)C2(CC(CC2(C)C)O)C)C)C
• Isomeric SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(=O)[C@@]2(C[C@H](CC2(C)C)O)C)/C)/C

Technology Process of Cryptocapsin

There total 11 articles about Cryptocapsin 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:

4-hydroxymethyl-4,5,5-trimethylcyclohex-2-en-1-one (87798-35-4) → 3'-hydroxy-β,κ-caroten-6'-one (7044-42-0,87801-05-6,105926-90-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 11 g / hydrogen / 10percent palladised charcoal / ethanol

2: 9.0 g / 0.1N-sulphuric acid / methanol / 0.5 h / Heating

3: 4.5 g / CrO₃, aq. H₂SO₄ / acetone / 2 h / 20 °C

4: 4.0 g / N-potassium t-butoxide, oxygen / 2-methyl-propan-2-ol

5: 1.) 5percent aq. potassium hydroxide, 2.) orthophosphoric acid, sodium bismuthate / 1.) reflux, 2.) overnight

6: 100 mg / potassium borohydride, sodium hydroxide / H₂O / 16 h / 100 °C

7: 1.4 g / diethyl ether / 24 h / Heating

8: 60 mg / potassium hydroxide / ethanol / 1.) warming, 5 min, 2.) 20 deg C, 36 h

With chromium(VI) oxide; potassium hydroxide; sodium hydroxide; potassium borohydride; sodium bismuthate; phosphoric acid; N-potassium t-butoxide; sulfuric acid; hydrogen; oxygen; palladium on activated charcoal; In methanol; diethyl ether; ethanol; water; acetone; tert-butyl alcohol;

Reference yield:

4-ethoxycarbonyl-4,5,5-trimethylcyclohexa-1,3-dione (87798-33-2) → 3'-hydroxy-β,κ-caroten-6'-one (7044-42-0,87801-05-6,105926-90-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 176 g / toluene-p-sulphonic acid / benzene / 96 h / Heating

2: 1.) lithium aluminium hydride, 2.) 0.01N-sulphuric acid / 1.) ether, reflux, 20 h, 2.) methanol, 30 min

3: 11 g / hydrogen / 10percent palladised charcoal / ethanol

4: 9.0 g / 0.1N-sulphuric acid / methanol / 0.5 h / Heating

5: 4.5 g / CrO₃, aq. H₂SO₄ / acetone / 2 h / 20 °C

6: 4.0 g / N-potassium t-butoxide, oxygen / 2-methyl-propan-2-ol

7: 1.) 5percent aq. potassium hydroxide, 2.) orthophosphoric acid, sodium bismuthate / 1.) reflux, 2.) overnight

8: 100 mg / potassium borohydride, sodium hydroxide / H₂O / 16 h / 100 °C

9: 1.4 g / diethyl ether / 24 h / Heating

10: 60 mg / potassium hydroxide / ethanol / 1.) warming, 5 min, 2.) 20 deg C, 36 h

With chromium(VI) oxide; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; potassium borohydride; sodium bismuthate; phosphoric acid; N-potassium t-butoxide; sulfuric acid; hydrogen; oxygen; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; diethyl ether; ethanol; water; acetone; tert-butyl alcohol; benzene;

Reference yield:

6-ethoxycarbonyl-3-ethoxy-5,5,6-trimethylcyclohex-2-en-1-one (87798-34-3) → 3'-hydroxy-β,κ-caroten-6'-one (7044-42-0,87801-05-6,105926-90-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) lithium aluminium hydride, 2.) 0.01N-sulphuric acid / 1.) ether, reflux, 20 h, 2.) methanol, 30 min

2: 11 g / hydrogen / 10percent palladised charcoal / ethanol

3: 9.0 g / 0.1N-sulphuric acid / methanol / 0.5 h / Heating

4: 4.5 g / CrO₃, aq. H₂SO₄ / acetone / 2 h / 20 °C

5: 4.0 g / N-potassium t-butoxide, oxygen / 2-methyl-propan-2-ol

6: 1.) 5percent aq. potassium hydroxide, 2.) orthophosphoric acid, sodium bismuthate / 1.) reflux, 2.) overnight

7: 100 mg / potassium borohydride, sodium hydroxide / H₂O / 16 h / 100 °C

8: 1.4 g / diethyl ether / 24 h / Heating

9: 60 mg / potassium hydroxide / ethanol / 1.) warming, 5 min, 2.) 20 deg C, 36 h

With chromium(VI) oxide; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; potassium borohydride; sodium bismuthate; phosphoric acid; N-potassium t-butoxide; sulfuric acid; hydrogen; oxygen; palladium on activated charcoal; In methanol; diethyl ether; ethanol; water; acetone; tert-butyl alcohol;

upstream raw materials:

trans-β-apo-8'-carotenal

trans-1-(4-hydroxy-1,2,2-trimethylcyclopentyl)ethanone

4-hydroxymethyl-4,5,5-trimethylcyclohex-2-en-1-one

4-carboxy-3,4,4-trimethylcyclopentan-1-one

Downstream raw materials:

Kryptocapson

Refernces