(1S,3S,4R)-3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-trityloxymethyl-cyclopentanol

Base Information

Chemical Name:(1S,3S,4R)-3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-trityloxymethyl-cyclopentanol
CAS No.:167260-21-1
Molecular Formula:C₃₃H₄₄O₃Si
Molecular Weight:516.796
Hs Code.:

Synonyms:(1S,3S,4R)-3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-trityloxymethyl-cyclopentanol

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Chemical Property of (1S,3S,4R)-3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-trityloxymethyl-cyclopentanol

Chemical Property:

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Technology Process of (1S,3S,4R)-3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-trityloxymethyl-cyclopentanol

There total 6 articles about (1S,3S,4R)-3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-trityloxymethyl-cyclopentanol 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%

: 76-83-5
trityl chloride

: 167260-18-6
(1S,3S,4R)-3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-hydroxymethyl-cyclopentanol

: 167260-21-1
(1S,3S,4R)-3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-trityloxymethyl-cyclopentanol

Guidance literature:: With dmap; In dichloromethane; Heating;
DOI:10.1016/S0040-4039(00)78373-0

Reference yield:

: (S)-4-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-cyclopent-2-enone

: 167260-21-1
(1S,3S,4R)-3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-trityloxymethyl-cyclopentanol

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / n-BuLi, DMPU / tetrahydrofuran / -78 °C

2: 77 percent / CuO, CuCl₂ / acetone / Heating

3: 91 percent / NaBH(OAc)3 / ethyl acetate / 0.5 h / Heating

4: 80 percent / DMAP / CH₂Cl₂ / Heating

With dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; sodium tris(acetoxy)borohydride; copper(II) oxide; copper dichloride; In tetrahydrofuran; dichloromethane; ethyl acetate; acetone;
DOI:10.1016/S0040-4039(00)78373-0

Reference yield:

: 167260-20-0
(1S,2S)-2-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-oxo-cyclopentanecarbaldehyde

: 167260-21-1
(1S,3S,4R)-3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-trityloxymethyl-cyclopentanol

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / NaBH(OAc)3 / ethyl acetate / 0.5 h / Heating

2: 80 percent / DMAP / CH₂Cl₂ / Heating

With dmap; sodium tris(acetoxy)borohydride; In dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(00)78373-0