(S)-5-[(S)-2-(tert-butyldimethylsilanyloxy)-3-[1,3]dithian-2-ylpropyl]-1-(4-methoxybenzyloxy)hex-5-en-3-ol

Base Information

• Chemical Name: (S)-5-[(S)-2-(tert-butyldimethylsilanyloxy)-3-[1,3]dithian-2-ylpropyl]-1-(4-methoxybenzyloxy)hex-5-en-3-ol
• CAS No.: 617714-91-7
• Molecular Formula: C₂₇H₄₆O₄S₂Si
• Molecular Weight: 526.877

Synonyms:(S)-5-[(S)-2-(tert-butyldimethylsilanyloxy)-3-[1,3]dithian-2-ylpropyl]-1-(4-methoxybenzyloxy)hex-5-en-3-ol

Chemical Property of (S)-5-[(S)-2-(tert-butyldimethylsilanyloxy)-3-[1,3]dithian-2-ylpropyl]-1-(4-methoxybenzyloxy)hex-5-en-3-ol

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Technology Process of (S)-5-[(S)-2-(tert-butyldimethylsilanyloxy)-3-[1,3]dithian-2-ylpropyl]-1-(4-methoxybenzyloxy)hex-5-en-3-ol

There total 1 articles about (S)-5-[(S)-2-(tert-butyldimethylsilanyloxy)-3-[1,3]dithian-2-ylpropyl]-1-(4-methoxybenzyloxy)hex-5-en-3-ol 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:

C44H57BN2O5S4Si + 3-(p-methoxybenzyloxy)propanal (128461-65-4) → (S)-5-[(S)-2-(tert-butyldimethylsilanyloxy)-3-[1,3]dithian-2-ylpropyl]-1-(4-methoxybenzyloxy)hex-5-en-3-ol (617714-91-7) + (R)-5-[(S)-2-(tert-butyldimethylsilanyloxy)-3-[1,3]dithian-2-ylpropyl]-1-(4-methoxybenzyloxy)hex-5-en-3-ol

Guidance literature:

C₄₄H₅₇BN₂O₅S₄Si; 3-(p-methoxybenzyloxy)propanal; In dichloromethane; at -78 ℃; for 1.58333h;

With water; sodium hydrogencarbonate; In dichloromethane; at -78 - 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.05.020

Reference yield: 100.0%

(S)-5-[(S)-2-(tert-butyldimethylsilanyloxy)-3-[1,3]dithian-2-ylpropyl]-1-(4-methoxybenzyloxy)hex-5-en-3-ol (617714-91-7) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid (1S,5S)-5-(tert-butyldimethylsilanyloxy)-6-[1,3]dithian-2-yl-1-[2-(4-methoxybenzyloxy)-ethyl]-3-methylenehexyl ester (617715-04-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 72h; Inert atmosphere;

DOI:10.1016/j.tet.2011.05.020

upstream raw materials:

3-(p-methoxybenzyloxy)propanal

Downstream raw materials:

toluene-4-sulfonic acid (1S,5S)-5-(tert-butyldimethylsilanyloxy)-6-[1,3]dithian-2-yl-1-[2-(4-methoxybenzyloxy)-ethyl]-3-methylenehexyl ester

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