Ansatrienin B

Base Information

• Chemical Name: Ansatrienin B
• CAS No.: 80111-48-4
• Molecular Formula: C₃₆H₅₀N₂O₈
• Molecular Weight: 638.802
• Wikidata: Q105297690
• Mol file: 80111-48-4.mol

Synonyms:ansatrienin B

Chemical Property of Ansatrienin B

Chemical Property:

• Vapor Pressure: 1.54E-29mmHg at 25°C
• Boiling Point: 834.5°C at 760 mmHg
• Flash Point: 458.5°C
• PSA: 154.42000
• Density: 1.21g/cm³
• LogP: 5.91530
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 638.35671656
• Heavy Atom Count: 46
• Complexity: 1110

Purity/Quality:

L-ALANINE, N-(CYCLOHEXYLCARBONYL)-, 11-ESTER WITH 20,23-DIDEHYDRO-20,2 3-DIDEOXO-20,23-DIHYDROXYANSATRIENOL A 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(=CC(=C2O)CCC=C(C1O)C)O)OC)OC(=O)C(C)NC(=O)C3CCCCC3
• Isomeric SMILES: C[C@H]1[C@H](C/C=C\C=C/C=C\[C@@H](CC(=O)NC2=CC(=CC(=C2O)CC/C=C(\[C@@H]1O)/C)O)OC)OC(=O)[C@@H](C)NC(=O)C3CCCCC3

Technology Process of Ansatrienin B

There total 17 articles about Ansatrienin B 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:

(+)-trienomycinol (117543-72-3) → mycotrienin II (80111-48-4)

Guidance literature:

Multi-step reaction with 9 steps

1: CSA

2: 71 percent / i-Pr₂EtN / CH₂Cl₂

3: 95 percent / camphorosulfonic acid / methanol

4: 56 percent / DMAP / CH₂Cl₂ / -78 °C

5: Et₂NH / CH₂Cl₂ / 0.5 h / 25 °C

6: benzotriazol-1-yloxytris(dimethylamino phosphonium hexafluorophosphate (BOP), Et₃N / CH₂Cl₂

7: 86 percent / TBAF / methanol; tetrahydrofuran

8: 3 percent / (KSO₃)2NO, KH₂PO₄ / acetone

9: aq. Na₂S₂O₄

With dmap; potassium dihydrogenphosphate; sodium dithionite; potassium nitrososulfonate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetone;

DOI:10.1021/ja961400i

Reference yield:

(+)-trienomycin C (100662-00-8) → mycotrienin II (80111-48-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 77 percent / aq. KOH / tetrahydrofuran

2: CSA

3: 71 percent / i-Pr₂EtN / CH₂Cl₂

4: 95 percent / camphorosulfonic acid / methanol

5: 56 percent / DMAP / CH₂Cl₂ / -78 °C

6: Et₂NH / CH₂Cl₂ / 0.5 h / 25 °C

7: benzotriazol-1-yloxytris(dimethylamino phosphonium hexafluorophosphate (BOP), Et₃N / CH₂Cl₂

8: 86 percent / TBAF / methanol; tetrahydrofuran

9: 3 percent / (KSO₃)2NO, KH₂PO₄ / acetone

10: aq. Na₂S₂O₄

With dmap; potassium hydroxide; potassium dihydrogenphosphate; sodium dithionite; potassium nitrososulfonate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetone;

DOI:10.1021/ja961400i

Reference yield:

(+)-trienomycin A (98873-83-7) → mycotrienin II (80111-48-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 3 percent / (KSO₃)2NO, KH₂PO₄ / acetone

2: aq. Na₂S₂O₄

With potassium dihydrogenphosphate; sodium dithionite; potassium nitrososulfonate; In acetone;

DOI:10.1021/ja961400i

upstream raw materials:

(+)-mycotrienin I

(+)-trienomycin A

(+)-mycotrienin I

(+)-trienomycinol

Refernces

• 1、 Morimitsu, Yasujiro,Hirota, Akira. "Ansamycin antibiotics as free radical scavengers isolated from Streptomyces by using the bactericidal action of the hydroxyl radical". . p. 1507 - 1509. Retrieved 1996.
• 2、 Smith III,Wood,Omura. "(+)-Mycotrienins I and II: Relative and absolute stereochemistry". . p. 841 - 842. Retrieved 1991.