(R,R,R,R)-4-benzyloxy-5-[N-benzyl-N-(α-methylbenzyl)amino]hex-1-en-3,6-diol

Base Information

Chemical Name:(R,R,R,R)-4-benzyloxy-5-[N-benzyl-N-(α-methylbenzyl)amino]hex-1-en-3,6-diol
CAS No.:1429412-89-4
Molecular Formula:C₂₈H₃₃NO₃
Molecular Weight:431.575
Hs Code.:

Synonyms:(R,R,R,R)-4-benzyloxy-5-[N-benzyl-N-(α-methylbenzyl)amino]hex-1-en-3,6-diol

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Chemical Property of (R,R,R,R)-4-benzyloxy-5-[N-benzyl-N-(α-methylbenzyl)amino]hex-1-en-3,6-diol

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Technology Process of (R,R,R,R)-4-benzyloxy-5-[N-benzyl-N-(α-methylbenzyl)amino]hex-1-en-3,6-diol

There total 3 articles about (R,R,R,R)-4-benzyloxy-5-[N-benzyl-N-(α-methylbenzyl)amino]hex-1-en-3,6-diol 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: 77.0%

: 1429412-85-0
(R,R,R,R)-4-benzyloxy-5-[N-benzyl-N-(α-methylbenzyl)amino]-6-(triisopropylsilyloxy)hex-1-en-3-ol

: 1429412-89-4
(R,R,R,R)-4-benzyloxy-5-[N-benzyl-N-(α-methylbenzyl)amino]hex-1-en-3,6-diol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 16h;
DOI:10.1021/ol400735z

Reference yield:

: 1429412-83-8
C₃₅H₅₁NO₃Si

: 1429412-89-4
(R,R,R,R)-4-benzyloxy-5-[N-benzyl-N-(α-methylbenzyl)amino]hex-1-en-3,6-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C

1.2: 0.5 h / -78 °C

2.1: tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol400735z

Reference yield:

: 1429412-84-9
2-benzyloxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-(triisopropylsilyloxy)butanal

: 1429412-89-4
(R,R,R,R)-4-benzyloxy-5-[N-benzyl-N-(α-methylbenzyl)amino]hex-1-en-3,6-diol

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C

With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/ol400735z