3-(tert-butyldiphenylsilyloxy)demissidine

Base Information

• Chemical Name: 3-(tert-butyldiphenylsilyloxy)demissidine
• CAS No.: 1430078-28-6
• Molecular Formula: C₄₃H₆₃NOSi
• Molecular Weight: 638.065
• Mol file: 1430078-28-6.mol

Synonyms:3-(tert-butyldiphenylsilyloxy)demissidine

Chemical Property of 3-(tert-butyldiphenylsilyloxy)demissidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(tert-butyldiphenylsilyloxy)demissidine

There total 18 articles about 3-(tert-butyldiphenylsilyloxy)demissidine 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: 93.0%

C44H65NO4SSi (1430078-26-4) → 3-(tert-butyldiphenylsilyloxy)demissidine (1430078-28-6)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol4004993

Reference yield:

C45H68N2O5Si2 (1430077-91-0) → 3-(tert-butyldiphenylsilyloxy)demissidine (1430078-28-6)

Guidance literature:

Multi-step reaction with 6 steps

1: tin(IV) chloride / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

2: toluene / 0 - 120 °C / Inert atmosphere; Sealed tube; Microwave irradiation

3: platinum(IV) oxide; hydrogen / acetic acid / 48 h / 60 °C / 31029.7 Torr

4: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 12 h / 0 °C / Inert atmosphere; Reflux

5: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

6: lithium triethylborohydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

With platinum(IV) oxide; lithium aluminium tetrahydride; hydrogen; tin(IV) chloride; lithium triethylborohydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; acetic acid; toluene;

DOI:10.1021/ol4004993

Reference yield:

1,1-dimethylethyl (3S)-3-methyl-1-piperidinecarboxylate → 3-(tert-butyldiphenylsilyloxy)demissidine (1430078-28-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sec.-butyllithium; N,N,N,N,-tetramethylethylenediamine / cyclohexane; diethyl ether / 1.5 h / -78 °C / Inert atmosphere

1.2: 1 h

2.1: dichloromethane / 3 h / -15 - 20 °C / Inert atmosphere

3.1: poly-4-vinylpyridine / water / Heating; Inert atmosphere

4.1: 12 h / 95 °C / Inert atmosphere

5.1: toluene / 0 - 120 °C / Inert atmosphere; Sealed tube; Microwave irradiation

6.1: platinum / decalin / 2 h / 60 °C

7.1: platinum(IV) oxide; hydrogen / acetic acid / 48 h / 60 °C / 31029.7 Torr

8.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 12 h / 0 °C / Inert atmosphere; Reflux

9.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

10.1: lithium triethylborohydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

With platinum(IV) oxide; lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; platinum; hydrogen; sec.-butyllithium; lithium triethylborohydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; water; acetic acid; toluene; decalin;

DOI:10.1021/ol4004993

upstream raw materials:

(3S,16R)-3-(tert-butyldiphenylsilyloxy)-16-((tert-butyldimethylsilyl)oxy)isoandrosterone

C₄₅H₆₈N₂O₅Si₂

C₃₉H₅₂O₄Si

(+)-(S)-3-methylpiperidine-(+)-mandelate

Downstream raw materials:

demissidine