Mycotrienol I

Base Information

• Chemical Name: Mycotrienol I
• CAS No.: 81904-15-6
• Molecular Formula: C₂₆H₃₃NO₆
• Molecular Weight: 455.551
• Wikidata: Q76386775
• Mol file: 81904-15-6.mol

Synonyms:mycotrienol I

Chemical Property of Mycotrienol I

Chemical Property:

• Vapor Pressure: 2.68E-23mmHg at 25°C
• Boiling Point: 710.1°C at 760 mmHg
• Flash Point: 383.2°C
• PSA: 116.42000
• Density: 1.2g/cm³
• LogP: 2.90240
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 455.23078777
• Heavy Atom Count: 33
• Complexity: 921

Purity/Quality:

95% ^*data from raw suppliers

MYCOTRIENOL I 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(CC=CC=CC=CC(CC(=O)NC2=CC(=O)C=C(C2=O)CCC=C(C1O)C)OC)O
• Isomeric SMILES: C[C@H]1[C@@H](C/C=C/C=C/C=C/[C@@H](CC(=O)NC2=CC(=O)C=C(C2=O)CC/C=C(/[C@H]1O)\C)OC)O

Technology Process of Mycotrienol I

There total 24 articles about Mycotrienol I 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: 72.0%

ansatrienin A (82189-03-5) → ansatrienol A (81904-15-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -28 ℃; for 1h;

DOI:10.1016/S0040-4039(00)97531-2

Reference yield:

2,5-dimethoxy-3-nitrobenzaldehyde (74422-90-5) → (+)-mycotrienol I (81904-15-6)

Guidance literature:

Multi-step reaction with 15 steps

1.1: 100 percent / BH₃*THF

2.1: 80 percent / CBr₄; PPh₃

3.1: 85 percent

4.1: 100 percent / H₂ / Pd/C

5.1: 70 percent / Me₃Al / benzene

6.1: 98 percent / imidazole

7.1: LHMDS / tetrahydrofuran / -78 °C

7.2: 80 percent / tetrahydrofuran

8.1: 98 percent / Na(Hg); Na₂HPO₄

9.1: 95 percent / HF*Pyr / pyridine

10.1: 80 percent / Pyr*SO₃ / dimethylsulfoxide

11.1: 90 percent / PPTS / acetone

12.1: 70 percent / CrCl₂

13.1: Pd(MeCN)2Cl₂ / dimethylformamide; tetrahydrofuran

14.1: CAN / tetrahydrofuran; H₂O

15.1: aq. HF / acetonitrile

With 1H-imidazole; chromium dichloride; disodium hydrogenphosphate; sodium amalgam; borane-THF; ammonium cerium(IV) nitrate; carbon tetrabromide; hydrogen fluoride; hydrogen; trimethylaluminum; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; pyridine hydrogenfluoride; triphenylphosphine; lithium hexamethyldisilazane; dichloro bis(acetonitrile) palladium(II); palladium on activated charcoal; In tetrahydrofuran; pyridine; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; acetonitrile; benzene; 1.1: Reduction / 2.1: Bromination / 3.1: Substitution / 4.1: Catalytic hydrogenation / 5.1: Weinreb-type amidation / 6.1: silylation / 7.1: Metallation / 7.2: Alkylation / 8.1: Reduction / 9.1: desilylation / 10.1: Parikh-Doering oxidation / 11.1: Hydrolysis / 12.1: Condensation / 13.1: Cyclization / 14.1: Oxidation / 15.1: desilylation;

DOI:10.1021/jo971793j

Reference yield:

(2,5-dimethoxy-3-nitrophenyl)methanol (198758-06-4) → (+)-mycotrienol I (81904-15-6)

Guidance literature:

Multi-step reaction with 14 steps

1.1: 80 percent / CBr₄; PPh₃

2.1: 85 percent

3.1: 100 percent / H₂ / Pd/C

4.1: 70 percent / Me₃Al / benzene

5.1: 98 percent / imidazole

6.1: LHMDS / tetrahydrofuran / -78 °C

6.2: 80 percent / tetrahydrofuran

7.1: 98 percent / Na(Hg); Na₂HPO₄

8.1: 95 percent / HF*Pyr / pyridine

9.1: 80 percent / Pyr*SO₃ / dimethylsulfoxide

10.1: 90 percent / PPTS / acetone

11.1: 70 percent / CrCl₂

12.1: Pd(MeCN)2Cl₂ / dimethylformamide; tetrahydrofuran

13.1: CAN / tetrahydrofuran; H₂O

14.1: aq. HF / acetonitrile

With 1H-imidazole; chromium dichloride; disodium hydrogenphosphate; sodium amalgam; ammonium cerium(IV) nitrate; carbon tetrabromide; hydrogen fluoride; hydrogen; trimethylaluminum; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; pyridine hydrogenfluoride; triphenylphosphine; lithium hexamethyldisilazane; dichloro bis(acetonitrile) palladium(II); palladium on activated charcoal; In tetrahydrofuran; pyridine; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; acetonitrile; benzene; 1.1: Bromination / 2.1: Substitution / 3.1: Catalytic hydrogenation / 4.1: Weinreb-type amidation / 5.1: silylation / 6.1: Metallation / 6.2: Alkylation / 7.1: Reduction / 8.1: desilylation / 9.1: Parikh-Doering oxidation / 10.1: Hydrolysis / 11.1: Condensation / 12.1: Cyclization / 13.1: Oxidation / 14.1: desilylation;

DOI:10.1021/jo971793j

upstream raw materials:

2,5-dimethoxy-3-nitrobenzaldehyde

(2,5-dimethoxy-3-nitrophenyl)methanol

1-(bromomethyl)-2,5-dimethoxy-3-nitrobenzene

(Z)-(4R,5R,6S)-8,8-Dimethoxy-3,5-dimethyl-6-triisopropylsilanyloxy-oct-2-ene-1,4-diol