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

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Chemical Name:(-)-(2R,4S,4'R)-6-(4'-acetoxypentyl)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran
CAS No.:869336-49-2
Molecular Formula:C₃₉H₆₂O₅Si₂
Molecular Weight:667.089
Hs Code.:

Synonyms:(-)-(2R,4S,4'R)-6-(4'-acetoxypentyl)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran

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Chemical Property of (-)-(2R,4S,4'R)-6-(4'-acetoxypentyl)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran

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Technology Process of (-)-(2R,4S,4'R)-6-(4'-acetoxypentyl)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran

There total 4 articles about (-)-(2R,4S,4'R)-6-(4'-acetoxypentyl)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran 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:

: Acetic acid (R)-4-(9-bora-bicyclo[3.3.1]non-9-yl)-1-methyl-butyl ester

: 869336-47-0
(-)-(2R,4S)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-6-iodo-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran

: 869336-49-2
(-)-(2R,4S,4'R)-6-(4'-acetoxypentyl)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran

Guidance literature:: With sodium hydroxide; Pd(ppf)Cl₂; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ja055033z

Reference yield:

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

: 869336-49-2
(-)-(2R,4S,4'R)-6-(4'-acetoxypentyl)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: iodine / CH₂Cl₂

2: 173 mg / Pd(ppf)Cl₂; aq. NaOH / tetrahydrofuran / 1 h / 20 °C

With sodium hydroxide; Pd(ppf)Cl₂; iodine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja055033z

Reference yield:

: 64584-92-5
(R)-pent-4-en-2-ol

: 869336-49-2
(-)-(2R,4S,4'R)-6-(4'-acetoxypentyl)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-4-(triisopropylsilyloxy)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: 44 percent / pyridine / 16 h / 100 °C

2.1: tetrahydrofuran / 3 h / 20 °C

2.2: aq. NaOH / tetrahydrofuran / 0.5 h / 20 °C

3.1: 173 mg / Pd(ppf)Cl₂; aq. NaOH / tetrahydrofuran / 1 h / 20 °C

With pyridine; sodium hydroxide; Pd(ppf)Cl₂; In tetrahydrofuran;
DOI:10.1021/ja055033z