C₄₇H₆₆O₆

Base Information

• Chemical Name: C₄₇H₆₆O₆
• CAS No.: 1246949-28-9
• Molecular Formula: C₄₇H₆₆O₆
• Molecular Weight: 727.037
• Mol file: 1246949-28-9.mol

Synonyms:C₄₇H₆₆O₆

Chemical Property of C₄₇H₆₆O₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₇H₆₆O₆

There total 26 articles about C₄₇H₆₆O₆ 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: 80.0%

C12H20O2 (1246949-35-8) + (3α,5α,11β,16β)-3,11-bis(benzyloxy)-16-hydroxypregnan-20-one (1246949-29-0) → C47H66O6 (1246949-28-9)

Guidance literature:

C₁₂H₂₀O₂; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

(3α,5α,11β,16β)-3,11-bis(benzyloxy)-16-hydroxypregnan-20-one; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol1019663

Reference yield:

3-OTBS-11-ketotigogenin (1246949-44-9) → C47H66O6 (1246949-28-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / -10 °C / Inert atmosphere; Reflux

4.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

4.2: 0 °C / Inert atmosphere; Reflux

5.1: pyridine hydrochloride / 2 h / 135 °C / Inert atmosphere

6.1: chromium(VI) oxide; sodium acetate; acetic anhydride; acetic acid / water / 0.67 h / 0 °C / Inert atmosphere

7.1: aluminum oxide / benzene / 2.5 h / 20 °C / Inert atmosphere

8.1: water; N-bromoacetamide / tetrahydrofuran; acetone / 28 h / 20 °C / Inert atmosphere; Darkness

9.1: triethyl borane; tri-n-butyl-tin hydride / hexane; dichloromethane / 0.58 h / 20 °C / Inert atmosphere; In air

10.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

10.2: 2 h / -78 °C / Inert atmosphere

With chromium(VI) oxide; aluminum oxide; lithium aluminium tetrahydride; n-butyllithium; triethyl borane; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; water; tri-n-butyl-tin hydride; sodium acetate; pyridine hydrochloride; acetic anhydride; sodium hydride; acetic acid; triphenylphosphine; N-bromoacetamide; In tetrahydrofuran; hexane; dichloromethane; water; acetone; mineral oil; benzene; 2.1: Mitsunobu reaction / 5.1: Marker's degradation;

DOI:10.1021/jo102054r

Reference yield:

C34H46O5 (1246949-45-0) → C47H66O6 (1246949-28-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / -10 °C / Inert atmosphere; Reflux

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere; Reflux

3.1: pyridine hydrochloride / 2 h / 135 °C / Inert atmosphere

4.1: chromium(VI) oxide; sodium acetate; acetic anhydride; acetic acid / water / 0.67 h / 0 °C / Inert atmosphere

5.1: aluminum oxide / benzene / 2.5 h / 20 °C / Inert atmosphere

6.1: water; N-bromoacetamide / tetrahydrofuran; acetone / 28 h / 20 °C / Inert atmosphere; Darkness

7.1: triethyl borane; tri-n-butyl-tin hydride / hexane; dichloromethane / 0.58 h / 20 °C / Inert atmosphere; In air

8.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

8.2: 2 h / -78 °C / Inert atmosphere

With chromium(VI) oxide; aluminum oxide; lithium aluminium tetrahydride; n-butyllithium; triethyl borane; water; tri-n-butyl-tin hydride; sodium acetate; pyridine hydrochloride; acetic anhydride; sodium hydride; acetic acid; N-bromoacetamide; In tetrahydrofuran; hexane; dichloromethane; water; acetone; mineral oil; benzene; 3.1: Marker's degradation;

DOI:10.1021/jo102054r

upstream raw materials:

C₁₂H₂₀O₂

(3α,5α,11β,16β)-3,11-bis(benzyloxy)-16-hydroxypregnan-20-one

3,4-dihydro-2H-pyran

3-OTBS-11-ketotigogenin

Downstream raw materials:

(3α,5α,11β,17ξ,22S,24S)-3,11-bis(benzyloxy)-24-methyl-22,25-epoxyfurostan-20-ol