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

Base Information

• Chemical Name: 2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-1,3-dithiane
• CAS No.: 158139-70-9
• Molecular Formula: C₂₃H₄₂O₂S₂Si₂
• Molecular Weight: 470.888
• Mol file: 158139-70-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-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: 60.0%

1,3 dithiane (505-23-7) + 5-(bromomethyl)-1,3-bis(tert-butyldimethylsilyloxy)-benzene (158139-69-6) → 2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-1,3-dithiane (158139-70-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; for 0.166667h;

DOI:10.1055/s-1994-25509

Reference yield:

[3,5-di(tert-butyldimethylsilanyloxy)phenyl]methanol (103929-84-6) → 2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-1,3-dithiane (158139-70-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With n-butyllithium; carbon tetrabromide; TOP; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1055/s-1994-25509

Reference yield:

3,5-bis(tert-butyldimethylsilyloxy)benzoic acid tert-butyldimethylsilyl ester (331720-33-3) → 2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-1,3-dithiane (158139-70-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / LiAlH₄ / tetrahydrofuran / 1.25 h

2: 76 percent / CBr₄, trioctyl phosphine / diethyl ether / 0.33 h

3: 60 percent / BuLi / tetrahydrofuran; hexane / 0.17 h

With lithium aluminium tetrahydride; n-butyllithium; carbon tetrabromide; TOP; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1055/s-1994-25509

upstream raw materials:

1,3 dithiane

5-(bromomethyl)-1,3-bis(tert-butyldimethylsilyloxy)-benzene

[3,5-di(tert-butyldimethylsilanyloxy)phenyl]methanol

3,5-bis(tert-butyldimethylsilyloxy)benzoic acid tert-butyldimethylsilyl ester

Downstream raw materials:

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

2-<3,5-bis(tert-butyldimethylsilyloxy)benzyl>-2-<2-(S)-hydroxypropyl>-1,3-dithiane

(S)-4'-acetoxyolivetol

(R)-4'-acetoxyolivetol