2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-2-<2-(R)-acetoxypropyl>-1,3-dithiane

Base Information

Chemical Name:2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-2-<2-(R)-acetoxypropyl>-1,3-dithiane
CAS No.:158139-64-1
Molecular Formula:C₂₈H₅₀O₄S₂Si₂
Molecular Weight:571.006
Hs Code.:

Synonyms:2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-2-<2-(R)-acetoxypropyl>-1,3-dithiane

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Chemical Property of 2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-2-<2-(R)-acetoxypropyl>-1,3-dithiane

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Technology Process of 2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-2-<2-(R)-acetoxypropyl>-1,3-dithiane

There total 5 articles about 2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-2-<2-(R)-acetoxypropyl>-1,3-dithiane 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: 98.0%

: 108-24-7
acetic anhydride

: 158139-63-0
2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-2-<2-(R)-hydroxypropyl>-1,3-dithiane

: 158139-64-1
2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-2-<2-(R)-acetoxypropyl>-1,3-dithiane

Guidance literature:: With dmap; In pyridine; dichloromethane; Ambient temperature;
DOI:10.1055/s-1994-25509

Reference yield:

: 103929-84-6
[3,5-di(tert-butyldimethylsilanyloxy)phenyl]methanol

: 158139-64-1
2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-2-<2-(R)-acetoxypropyl>-1,3-dithiane

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / CBr₄, trioctyl phosphine / diethyl ether / 0.33 h

2: 60 percent / BuLi / tetrahydrofuran; hexane / 0.17 h

3: 79 percent / BuLi / tetrahydrofuran; hexane / -20 deg C, 30 min; -5 deg C, overnight; rt., 30 min

4: 98 percent / 4-dimethylaminopyridine / CH₂Cl₂; pyridine / Ambient temperature

With dmap; n-butyllithium; carbon tetrabromide; TOP; In tetrahydrofuran; pyridine; diethyl ether; hexane; dichloromethane;
DOI:10.1055/s-1994-25509

Reference yield:

: 158139-69-6
5-(bromomethyl)-1,3-bis(tert-butyldimethylsilyloxy)-benzene

: 158139-64-1
2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-2-<2-(R)-acetoxypropyl>-1,3-dithiane

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / BuLi / tetrahydrofuran; hexane / 0.17 h

2: 79 percent / BuLi / tetrahydrofuran; hexane / -20 deg C, 30 min; -5 deg C, overnight; rt., 30 min

3: 98 percent / 4-dimethylaminopyridine / CH₂Cl₂; pyridine / Ambient temperature

With dmap; n-butyllithium; In tetrahydrofuran; pyridine; hexane; dichloromethane;
DOI:10.1055/s-1994-25509