C₂₁H₂₂O₅S₂

Base Information

• Chemical Name: C₂₁H₂₂O₅S₂
• CAS No.: 1350623-77-6
• Molecular Formula: C₂₁H₂₂O₅S₂
• Molecular Weight: 418.535
• Mol file: 1350623-77-6.mol

Synonyms:C₂₁H₂₂O₅S₂

Chemical Property of C₂₁H₂₂O₅S₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₁H₂₂O₅S₂

There total 22 articles about C₂₁H₂₂O₅S₂ 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:

C28H38O5Si2 (1350623-74-3) → C21H22O5S2 (1350623-77-6)

Guidance literature:

Multi-step reaction with 6 steps

1: lithium hydroxide / tetrahydrofuran; water / 6.6 h / 0 - 20 °C

2: quinoline; hydrogen / ethyl acetate / 0.5 h / 20 °C

3: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 42 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

4: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 3.5 h / 0 - 20 °C / Inert atmosphere

5: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere

6: tetrahydrofuran; hexane / 0.5 h / Inert atmosphere

With quinoline; triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; acetic acid; lithium hydroxide; In tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate;

DOI:10.1021/ol2028256

Reference yield:

C31H58O5Si2 → C21H22O5S2 (1350623-77-6)

Guidance literature:

Multi-step reaction with 16 steps

1.1: sodium acetate; pyridinium chlorochromate / dichloromethane / 1.5 h / 20 °C / Molecular sieve; Inert atmosphere

2.1: lithium trimethylsilylacetylenide / tetrahydrofuran; hexane / 0.88 h / -78 °C / Inert atmosphere

3.1: pyridine hydrogenfluoride / tetrahydrofuran / 4.8 h / -5 °C

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 9.6 h / 20 °C / Inert atmosphere

5.1: zinc(II) chloride / tetrahydrofuran; diethyl ether / 0.25 h / -78 °C / Inert atmosphere

5.2: 0.75 h / -78 °C / Inert atmosphere

6.1: trifluoroacetic acid / diethyl ether / 10 h / 0 °C

7.1: pyridine hydrogenfluoride / tetrahydrofuran / 0 °C

8.1: tributylphosphine / acetonitrile / -40 °C / Inert atmosphere

9.1: triethylamine / diethyl ether / 0.5 h / 0 °C / Inert atmosphere

9.2: 0.83 h / -5 °C / Inert atmosphere

10.1: 2,4,6-trimethyl-pyridine / dichloromethane / -20 °C / Inert atmosphere

11.1: lithium hydroxide / tetrahydrofuran; water / 6.6 h / 0 - 20 °C

12.1: quinoline; hydrogen / ethyl acetate / 0.5 h / 20 °C

13.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 42 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

14.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 3.5 h / 0 - 20 °C / Inert atmosphere

15.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere

16.1: tetrahydrofuran; hexane / 0.5 h / Inert atmosphere

With 2,4,6-trimethyl-pyridine; quinoline; triethylsilane; n-butyllithium; tributylphosphine; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; lithium trimethylsilylacetylenide; sodium acetate; pyridine hydrogenfluoride; acetic acid; triethylamine; pyridinium chlorochromate; trifluoroacetic acid; zinc(II) chloride; lithium hydroxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetonitrile;

DOI:10.1021/ol2028256

Reference yield:

C40H66O6Si3 → C21H22O5S2 (1350623-77-6)

Guidance literature:

Multi-step reaction with 11 steps

1.1: trifluoroacetic acid / diethyl ether / 10 h / 0 °C

2.1: pyridine hydrogenfluoride / tetrahydrofuran / 0 °C

3.1: tributylphosphine / acetonitrile / -40 °C / Inert atmosphere

4.1: triethylamine / diethyl ether / 0.5 h / 0 °C / Inert atmosphere

4.2: 0.83 h / -5 °C / Inert atmosphere

5.1: 2,4,6-trimethyl-pyridine / dichloromethane / -20 °C / Inert atmosphere

6.1: lithium hydroxide / tetrahydrofuran; water / 6.6 h / 0 - 20 °C

7.1: quinoline; hydrogen / ethyl acetate / 0.5 h / 20 °C

8.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 42 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

9.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 3.5 h / 0 - 20 °C / Inert atmosphere

10.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere

11.1: tetrahydrofuran; hexane / 0.5 h / Inert atmosphere

With 2,4,6-trimethyl-pyridine; quinoline; triethylsilane; n-butyllithium; tributylphosphine; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; pyridine hydrogenfluoride; acetic acid; triethylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; ethyl acetate; acetonitrile;

DOI:10.1021/ol2028256

upstream raw materials:

C₂₈H₃₈O₅Si₂

C₂₇H₄₄O₄Si₂

C₂₂H₂₆O₆Si

C₃₁H₅₆O₄Si₂

Downstream raw materials:

C₁₉H₂₀O₄

Refernces

• 1、 Adachi, Masaatsu,Yamada, Hitomi,Isobe, Minoru,Nishikawa, Toshio. "Total synthesis of polygalolide A". . p. 6532 - 6535. Retrieved 2012/02/15.