(-)-(4S)-4-O-benzyloxy-2-tert-butyldimethylsilyloxymethyl-2-fluorohexanal

Base Information

Chemical Name:(-)-(4S)-4-O-benzyloxy-2-tert-butyldimethylsilyloxymethyl-2-fluorohexanal
CAS No.:279674-87-2
Molecular Formula:C₁₈H₂₉FO₃Si
Molecular Weight:340.51
Hs Code.:

Synonyms:(-)-(4S)-4-O-benzyloxy-2-tert-butyldimethylsilyloxymethyl-2-fluorohexanal

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Chemical Property of (-)-(4S)-4-O-benzyloxy-2-tert-butyldimethylsilyloxymethyl-2-fluorohexanal

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Technology Process of (-)-(4S)-4-O-benzyloxy-2-tert-butyldimethylsilyloxymethyl-2-fluorohexanal

There total 4 articles about (-)-(4S)-4-O-benzyloxy-2-tert-butyldimethylsilyloxymethyl-2-fluorohexanal 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: 58.0%

: 279674-86-1
(+)-(4R)-6-benzyloxy-1-tert-butyldimethylsilyloxy-4-tert-butyldimethylsilyloxymethyl-4-fluorohex-2-ene

: 279674-87-2
(-)-(4S)-4-O-benzyloxy-2-tert-butyldimethylsilyloxymethyl-2-fluorohexanal

Guidance literature:: (+)-(4R)-6-benzyloxy-1-tert-butyldimethylsilyloxy-4-tert-butyldimethylsilyloxymethyl-4-fluorohex-2-ene; With ozone; In methanol; at -78 - 20 ℃; for 0.5h;

With dimethylsulfide; In methanol; at 0 ℃; for 2h;
DOI:10.1016/S0957-4166(00)00482-1

Reference yield:

: 279674-85-0
(+)-(3R)-3-tert-butyldimethylsilyloxymethyl-6-tert-butyldimethylsilyloxy-3-fluorohex-4-en-1-ol

: 279674-87-2
(-)-(4S)-4-O-benzyloxy-2-tert-butyldimethylsilyloxymethyl-2-fluorohexanal

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 1 h / 20 °C

1.2: 74 percent / tetrabutylammonium iodide / tetrahydrofuran / 20 °C

2.1: O₃ / methanol / 0.5 h / -78 - 20 °C

2.2: 58 percent / Me₂S / methanol / 2 h / 0 °C

With sodium hydride; ozone; In tetrahydrofuran; methanol;
DOI:10.1016/S0957-4166(00)00482-1

Reference yield:

: 279674-84-9
(-)-(3R)-3-tert-butyldimethylsilyloxymethyl-6-tert-butyldimethylsilyloxy-3-fluorohex-4-enoic acid ethylester

: 279674-87-2
(-)-(4S)-4-O-benzyloxy-2-tert-butyldimethylsilyloxymethyl-2-fluorohexanal

Guidance literature:: Multi-step reaction with 3 steps

1.1: 270 mg / lithium aluminum hydride / diethyl ether / 1.5 h / -40 - -35 °C

2.1: NaH / tetrahydrofuran / 1 h / 20 °C

2.2: 74 percent / tetrabutylammonium iodide / tetrahydrofuran / 20 °C

3.1: O₃ / methanol / 0.5 h / -78 - 20 °C

3.2: 58 percent / Me₂S / methanol / 2 h / 0 °C

With lithium aluminium tetrahydride; sodium hydride; ozone; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1016/S0957-4166(00)00482-1