tert-butyl (1S,2S)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate

Base Information

• Chemical Name: tert-butyl (1S,2S)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate
• CAS No.: 1093169-39-1
• Molecular Formula: C₃₂H₆₁NO₆Si₂
• Molecular Weight: 612.01

Synonyms:tert-butyl (1S,2S)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate

Chemical Property of tert-butyl (1S,2S)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate

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Technology Process of tert-butyl (1S,2S)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate

There total 3 articles about tert-butyl (1S,2S)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate 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: 51.0%

tert-butyl (1S)-[5-(tert-butyldimethylsilyloxy)-2-hydroxy-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate + t-butyldimethylsiyl triflate (69739-34-0) → tert-butyl (1S,2S)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate (1093169-39-1) + tert-butyl (1S,2R)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate (1093169-25-5)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1016/j.tet.2009.03.003

Reference yield:

C26H45NO6Si + t-butyldimethylsiyl triflate (69739-34-0) → tert-butyl (1S,2S)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate (1093169-39-1) + tert-butyl (1S,2R)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate (1093169-25-5)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; optical yield given as %de;

DOI:10.1016/j.tetlet.2008.09.141

Reference yield:

C26H45NO6Si + t-butyldimethylsiyl triflate (69739-34-0) → tert-butyl (1S,2S)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate (1093169-39-1) + tert-butyl (1S,2R)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate (1093169-25-5) + tert-butyl (1R,2S)-[2,5-bis(tert-butyldimethylsilyloxy)-1-[4-(methoxymethoxy)benzyl]pentyl]methylcarbamate (1159215-94-7)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; optical yield given as %ee;

DOI:10.1016/j.tetlet.2008.09.141

upstream raw materials:

t-butyldimethylsiyl triflate

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