(-)-(2-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)ethyl)phenyl)methanol

Base Information

• Chemical Name: (-)-(2-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)ethyl)phenyl)methanol
• CAS No.: 1177258-96-6
• Molecular Formula: C₄₁H₆₀O₄Si₂
• Molecular Weight: 673.096
• Mol file: 1177258-96-6.mol

Synonyms:(-)-(2-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)ethyl)phenyl)methanol

Chemical Property of (-)-(2-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)ethyl)phenyl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(2-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)ethyl)phenyl)methanol

There total 5 articles about (-)-(2-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)ethyl)phenyl)methanol 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:

C43H62O5Si2 → (-)-(2-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)ethyl)phenyl)methanol (1177258-96-6)

Guidance literature:

With methanol; potassium carbonate; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol901437f

Reference yield:

(-)-(2R,4S)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-6-iodo-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran (869336-47-0) → (-)-(2-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)ethyl)phenyl)methanol (1177258-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C / Inert atmosphere

1.3: 1 h / 20 °C / Inert atmosphere

2.1: methanol; potassium carbonate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With methanol; potassium carbonate; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; 1.3: Suzuki-Miyaura coupling;

DOI:10.1021/ol901437f

Reference yield:

(-)-(2R,4S)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-6-(tributylstannyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran → (-)-(2-(2-((2R,4S)-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran-6-yl)ethyl)phenyl)methanol (1177258-96-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine / dichloromethane / 20 °C

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2.2: 0.5 h / 20 °C / Inert atmosphere

2.3: 1 h / 20 °C / Inert atmosphere

3.1: methanol; potassium carbonate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With methanol; iodine; potassium carbonate; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane; 2.3: Suzuki-Miyaura coupling;

DOI:10.1021/ol901437f

upstream raw materials:

(-)-(2R,4S)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-6-iodo-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran

2-(vinyl)benzyl acetate

2-vinylbenzylalcohol

Downstream raw materials:

(+)-(2'S,3'R,4'S,6'R)-6'-(2-(tert-butyldiphenylsilyloxy)ethyl)-4'-(triisopropylsilyloxy)-3',4,4',5,5',6'-hexahydro-1H-spiro[benzo[c]oxepine-3,2'-pyran]-3'-ol

(+)-(2'R,3'R,4'S,6'R)-6'-(2-(tert-butyldiphenylsilyloxy)ethyl)-4'-(triisopropylsilyloxy)-3',4,4',5,5',6'-hexahydro-1H-spiro[benzo[c]oxepine-3,2'-pyran]-3'-ol