(3S,4R)-6-(tert-butyldimethylsilyloxy)-4-(dibenzylamino)-1-([1,3]-dioxan-2-yl)hexan-3-ol

Base Information

Chemical Name:(3S,4R)-6-(tert-butyldimethylsilyloxy)-4-(dibenzylamino)-1-([1,3]-dioxan-2-yl)hexan-3-ol
CAS No.:908598-99-2
Molecular Formula:C₃₀H₄₇NO₄Si
Molecular Weight:513.793
Hs Code.:

Synonyms:(3S,4R)-6-(tert-butyldimethylsilyloxy)-4-(dibenzylamino)-1-([1,3]-dioxan-2-yl)hexan-3-ol

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Chemical Property of (3S,4R)-6-(tert-butyldimethylsilyloxy)-4-(dibenzylamino)-1-([1,3]-dioxan-2-yl)hexan-3-ol

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Technology Process of (3S,4R)-6-(tert-butyldimethylsilyloxy)-4-(dibenzylamino)-1-([1,3]-dioxan-2-yl)hexan-3-ol

There total 5 articles about (3S,4R)-6-(tert-butyldimethylsilyloxy)-4-(dibenzylamino)-1-([1,3]-dioxan-2-yl)hexan-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:

: (R)-2-Dibenzylamino-succinic acid

: 908598-99-2
(3S,4R)-6-(tert-butyldimethylsilyloxy)-4-(dibenzylamino)-1-([1,3]-dioxan-2-yl)hexan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: LiAlH₄ / tetrahydrofuran / 0 °C

2: 42 percent / imidazole / CH₂Cl₂ / 0 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

4: 5.61 g / tetrahydrofuran / -50 - 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm0601809

Reference yield:

: 100-39-0
benzyl bromide

: 908598-99-2
(3S,4R)-6-(tert-butyldimethylsilyloxy)-4-(dibenzylamino)-1-([1,3]-dioxan-2-yl)hexan-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃; NaOH / methanol; H₂O / Heating

2: LiAlH₄ / tetrahydrofuran / 0 °C

3: 42 percent / imidazole / CH₂Cl₂ / 0 °C

4: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

5: 5.61 g / tetrahydrofuran / -50 - 20 °C

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jm0601809

Reference yield:

: 908598-98-1
(R)-2-Dibenzylamino-butane-1,4-diol

: 908598-99-2
(3S,4R)-6-(tert-butyldimethylsilyloxy)-4-(dibenzylamino)-1-([1,3]-dioxan-2-yl)hexan-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 42 percent / imidazole / CH₂Cl₂ / 0 °C

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

3: 5.61 g / tetrahydrofuran / -50 - 20 °C

With 1H-imidazole; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm0601809