3-(9-ethyl-4-hydroxy-1,7-dioxaspiro<5.5>undecyl)methyl (3',5'-dinitro)benzoate

Base Information

• Chemical Name: 3-(9-ethyl-4-hydroxy-1,7-dioxaspiro<5.5>undecyl)methyl (3',5'-dinitro)benzoate
• CAS No.: 106763-16-0
• Molecular Formula: C₁₉H₂₄N₂O₉
• Molecular Weight: 424.408

Synonyms:

Chemical Property of 3-(9-ethyl-4-hydroxy-1,7-dioxaspiro<5.5>undecyl)methyl (3',5'-dinitro)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(9-ethyl-4-hydroxy-1,7-dioxaspiro<5.5>undecyl)methyl (3',5'-dinitro)benzoate

There total 196 articles about 3-(9-ethyl-4-hydroxy-1,7-dioxaspiro<5.5>undecyl)methyl (3',5'-dinitro)benzoate 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:

pentane-1,3,5-triol (4328-94-3) → talaromycin A 12-(3',5'-dinitrobenzoate) (106763-16-0,106819-59-4,106819-60-7,106819-61-8,106861-45-4,113195-33-8)

Guidance literature:

Multi-step reaction with 14 steps

1: 98.3 g / p-TsOH*H₂O / acetone

2: 97 percent / pyridinium chlorochromate, MS (3 Angstroem) / CH₂Cl₂

3: 64 percent / p-TsOH*H₂O / CH₂Cl₂ / Heating

4: 72 percent / pyridinium dichromate, MS (3 Angstroem) / CH₂Cl₂

5: 1.) LDA, HMPA, 2.) HMPA / 1.) hexane/THF, -76 -72 deg C, 13 min, then -35 deg C, 2.) -78 deg C, 15 min

6: 11 percent / sucrose, phosphate buffer, baker's yeast, 0.2 percent Triton -100 aq. / 1 h / 30 °C

7: p-TsOH*H₂O / ethanol; H₂O / 168 h / Ambient temperature

8: 4-(N,N-dimethylamino)pyridine / pyridine

9: 97 percent / LAH / diethyl ether

10: 80 percent / NaH (60 percent), n-Bu₄N⁽¹⁺⁾*I^(1-) / paraffin; tetrahydrofuran / 1 h / Heating

11: acetonitrile / 1 h / Heating

12: 1.) HMPA, n-BuLi / 1.) THF/n-hexane, -67 deg C, 30 min, 2.) THF, -67 -63 deg C, then room temperature, 3 h 50 min and 6 h 15 min

13: HCl, H₂O / tetrahydrofuran / 15 h / Ambient temperature

14: 1.) Na, liq. NH₃, 2.) pyridine / 1.) THF; 2e and 24e not separated

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; baker's yeast; phosphate buffer; MS (3 Angstroem); Triton -100; ammonia; water; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; pyridinium chlorochromate; lithium diisopropyl amide; Sucrose; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; diethyl ether; ethanol; dichloromethane; water; acetone; acetonitrile; paraffin;

DOI:10.1016/S0040-4020(01)89929-4

Reference yield:

dimethyl 3-hydroxypentanedioate (7250-55-7) → talaromycin A 12-(3',5'-dinitrobenzoate) (106763-16-0,106819-59-4,106819-60-7,106819-61-8,106861-45-4,113195-33-8)

Guidance literature:

Multi-step reaction with 17 steps

1: p-TsOH*H₂O / diethyl ether

2: LiAlH₄ / diethyl ether

3: p-TsOH*H₂O / methanol

4: 98.3 g / p-TsOH*H₂O / acetone

5: 97 percent / pyridinium chlorochromate, MS (3 Angstroem) / CH₂Cl₂

6: 64 percent / p-TsOH*H₂O / CH₂Cl₂ / Heating

7: 72 percent / pyridinium dichromate, MS (3 Angstroem) / CH₂Cl₂

8: 1.) LDA, HMPA, 2.) HMPA / 1.) hexane/THF, -76 -72 deg C, 13 min, then -35 deg C, 2.) -78 deg C, 15 min

9: 11 percent / sucrose, phosphate buffer, baker's yeast, 0.2 percent Triton -100 aq. / 1 h / 30 °C

10: p-TsOH*H₂O / ethanol; H₂O / 168 h / Ambient temperature

11: 4-(N,N-dimethylamino)pyridine / pyridine

12: 97 percent / LAH / diethyl ether

13: 80 percent / NaH (60 percent), n-Bu₄N⁽¹⁺⁾*I^(1-) / paraffin; tetrahydrofuran / 1 h / Heating

14: acetonitrile / 1 h / Heating

15: 1.) HMPA, n-BuLi / 1.) THF/n-hexane, -67 deg C, 30 min, 2.) THF, -67 -63 deg C, then room temperature, 3 h 50 min and 6 h 15 min

16: HCl, H₂O / tetrahydrofuran / 15 h / Ambient temperature

17: 1.) Na, liq. NH₃, 2.) pyridine / 1.) THF; 2e and 24e not separated

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; baker's yeast; phosphate buffer; MS (3 Angstroem); Triton -100; ammonia; water; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; pyridinium chlorochromate; lithium diisopropyl amide; Sucrose; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; water; acetone; acetonitrile; paraffin;

DOI:10.1016/S0040-4020(01)89929-4

Reference yield:

(2S,1'S)-2-(1-hydroxyethyl)-pent-4-enoate d'ethyle (73574-05-7) → talaromycin A 12-(3',5'-dinitrobenzoate) (106763-16-0,106819-59-4,106819-60-7,106819-61-8,106861-45-4,113195-33-8)

Guidance literature:

Multi-step reaction with 12 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂

2: 99.7 percent / LAH / diethyl ether

3: 59.7 g / NaH 60 percent , n-Bu₄N⁽¹⁺⁾*I^(1-) / paraffin; tetrahydrofuran / 3 h / Heating

4: p-TsOH*H₂O / methanol

5: DMAP / pyridine

6: 1.) LiBEt₃H, 2.) 3 N NaOH aq., 35 percent H₂O₂ aq. / 1.) THF, -5 deg C, then reflux, 20 min, 2.) H₂O, 50 deg C, then 30 min, room temperature

7: 7.3 g / liq. NH₃, Na / tetrahydrofuran / 0.17 h / Heating

8: PPTS / CH₂Cl₂

9: 65 percent / 1.) NaIO₄, 5 percent OsO₄, 2.) NaIO₄ / diethyl ether; H₂O; tetrahydrofuran / 1.) 2 h, room temperature, 2.) 5.5 h, room temperature

10: 1.) HMPA, n-BuLi / 1.) THF/n-hexane, -67 deg C, 30 min, 2.) THF, -67 -63 deg C, then room temperature, 3 h 50 min and 6 h 15 min

11: HCl, H₂O / tetrahydrofuran / 15 h / Ambient temperature

12: 1.) Na, liq. NH₃, 2.) pyridine / 1.) THF; 2e and 24e not separated

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; ammonia; water; dihydrogen peroxide; sodium; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; paraffin;

DOI:10.1016/S0040-4020(01)89929-4

upstream raw materials:

3-benzyloxymethyl-9-ethyl-4-hydroxy-1,7-dioxaspiro<5.5>undecane

3,5-dinitrobenoyl chloride

C₂₆H₂₆N₄O₁₄

9-ethyl-4-hydroxy-1-hydroxymethyl-1,7-dioxaspiro<5.5>undecane

Downstream raw materials:

talaromycin A

(-)-talaromycin B

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 106763-16-0 3-(9-ethyl-4-hydroxy-1,7-dioxaspiro<5.5>undecyl)methyl (3',5'-dinitro)benzoate

Send

Send

Metric Ton KG G Pound L ML

Send

Send