(2R,3S,4S)-4-(benzylamino)-2,3-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)octan-1-ol

Base Information

Chemical Name:(2R,3S,4S)-4-(benzylamino)-2,3-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)octan-1-ol
CAS No.:1357981-14-6
Molecular Formula:C₃₅H₅₁NO₄Si
Molecular Weight:577.88
Hs Code.:

Synonyms:(2R,3S,4S)-4-(benzylamino)-2,3-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)octan-1-ol

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Chemical Property of (2R,3S,4S)-4-(benzylamino)-2,3-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)octan-1-ol

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Technology Process of (2R,3S,4S)-4-(benzylamino)-2,3-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)octan-1-ol

There total 3 articles about (2R,3S,4S)-4-(benzylamino)-2,3-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)octan-1-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:

: 1357981-16-8
C₂₅H₂₇NO₃

: (4-((tert-butyldimethylsilyl)oxy)butyl)magnesium bromide

: 1357981-14-6
(2R,3S,4S)-4-(benzylamino)-2,3-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)octan-1-ol

Guidance literature:: C₂₅H₂₇NO₃; (4-((tert-butyldimethylsilyl)oxy)butyl)magnesium bromide; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; diastereoselective reaction;
DOI:10.1016/j.tet.2011.12.063

Reference yield:

: 130412-79-2
(2R,3R)-2,3-bis(benzyloxy)-4-hydroxybutanoic acid 1,4-lactone

: 1357981-14-6
(2R,3S,4S)-4-(benzylamino)-2,3-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)octan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / 2 h / -78 °C

2: toluene / 10 h / 50 °C / Molecular sieve; Inert atmosphere

3: tetrahydrofuran / -78 - 20 °C / Inert atmosphere

With diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tet.2011.12.063

Reference yield:

: 100-39-0
benzyl bromide

: 1357981-14-6
(2R,3S,4S)-4-(benzylamino)-2,3-bis(benzyloxy)-8-(tert-butyldimethylsilyloxy)octan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: sodium sulfate; silver(l) oxide / acetonitrile / 12 h / 20 °C / Darkness

2: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / 2 h / -78 °C

3: toluene / 10 h / 50 °C / Molecular sieve; Inert atmosphere

4: tetrahydrofuran / -78 - 20 °C / Inert atmosphere

With diisobutylaluminium hydride; sodium sulfate; silver(l) oxide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.tet.2011.12.063