(2S)-5-allyl-4-tert-butyldimethylsilyloxy-2-trityloxymethyl-3,6-dihydro-2H-pyran

Base Information

Chemical Name:(2S)-5-allyl-4-tert-butyldimethylsilyloxy-2-trityloxymethyl-3,6-dihydro-2H-pyran
CAS No.:1451079-81-4
Molecular Formula:C₃₄H₄₂O₃Si
Molecular Weight:526.791
Hs Code.:

Synonyms:(2S)-5-allyl-4-tert-butyldimethylsilyloxy-2-trityloxymethyl-3,6-dihydro-2H-pyran

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Chemical Property of (2S)-5-allyl-4-tert-butyldimethylsilyloxy-2-trityloxymethyl-3,6-dihydro-2H-pyran

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Technology Process of (2S)-5-allyl-4-tert-butyldimethylsilyloxy-2-trityloxymethyl-3,6-dihydro-2H-pyran

There total 4 articles about (2S)-5-allyl-4-tert-butyldimethylsilyloxy-2-trityloxymethyl-3,6-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:

: 1451079-79-0
(2S)-(5-allyl-4-tert-butyldimethylsilyloxy-3,6-dihydro-2H-pyran-2-yl)methanol

: 76-83-5
trityl chloride

: 1451079-81-4
(2S)-5-allyl-4-tert-butyldimethylsilyloxy-2-trityloxymethyl-3,6-dihydro-2H-pyran

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.tet.2013.07.048

Reference yield:

: 52358-87-9
3-methylenehex-5-en-2-one

: 1451079-81-4
(2S)-5-allyl-4-tert-butyldimethylsilyloxy-2-trityloxymethyl-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

2.1: (S)-6,6'-dibromo-1,1'-bi-2-naphthol; titanium(IV) isopropylate / toluene / 5.08 h / 0 - 20 °C

3.1: lithium aluminium tetrahydride / diethyl ether / 0.17 h / 0 °C

4.1: triethylamine; dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere

With titanium(IV) isopropylate; dmap; lithium aluminium tetrahydride; potassium tert-butylate; (S)-6,6'-dibromo-1,1'-bi-2-naphthol; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1016/j.tet.2013.07.048

Reference yield:

: 1451079-76-7
2-tert-butyldimethylsilyloxy-3-methylenehexa-1,5-diene

: 1451079-81-4
(2S)-5-allyl-4-tert-butyldimethylsilyloxy-2-trityloxymethyl-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: (S)-6,6'-dibromo-1,1'-bi-2-naphthol; titanium(IV) isopropylate / toluene / 5.08 h / 0 - 20 °C

2: lithium aluminium tetrahydride / diethyl ether / 0.17 h / 0 °C

3: triethylamine; dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere

With titanium(IV) isopropylate; dmap; lithium aluminium tetrahydride; (S)-6,6'-dibromo-1,1'-bi-2-naphthol; triethylamine; In diethyl ether; dichloromethane; toluene;
DOI:10.1016/j.tet.2013.07.048