(1S,2S,3R,4R,5S)-2-Amino-3-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclopentanol

Base Information

Chemical Name:(1S,2S,3R,4R,5S)-2-Amino-3-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclopentanol
CAS No.:158226-49-4
Molecular Formula:C₂₆H₃₉NO₄Si
Molecular Weight:457.685
Hs Code.:

Synonyms:(1S,2S,3R,4R,5S)-2-Amino-3-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclopentanol

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Chemical Property of (1S,2S,3R,4R,5S)-2-Amino-3-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclopentanol

Chemical Property:

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Technology Process of (1S,2S,3R,4R,5S)-2-Amino-3-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclopentanol

There total 1 articles about (1S,2S,3R,4R,5S)-2-Amino-3-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclopentanol 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: 60.0%

: 158226-48-3
[(3aS,4R,5R,6S,6aS)-4-Benzyloxy-6-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazol-2-yl]-dimethyl-amine

: 158226-49-4
(1S,2S,3R,4R,5S)-2-Amino-3-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclopentanol

Guidance literature:: With hydrazine hydrate; In ethanol; at 80 ℃; for 8h;
DOI:10.1016/S0040-4039(00)73136-4

Reference yield:

: 158226-49-4
(1S,2S,3R,4R,5S)-2-Amino-3-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclopentanol

: 158226-52-9
(3aS,4R,5R,6R,6aS)-4-Benzyloxy-6-benzyloxymethyl-2-methylamino-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazol-5-ol

Guidance literature:: Multi-step reaction with 3 steps

1: dimethylformamide; ethanol / 3 h / Ambient temperature

2: 91 percent / HgO / tetrahydrofuran / 48 h / Ambient temperature

3: 89 percent / 1 M HCl / tetrahydrofuran / 6 h / 65 °C

With hydrogenchloride; mercury(II) oxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)73136-4

Reference yield:

: 158226-49-4
(1S,2S,3R,4R,5S)-2-Amino-3-benzyloxy-5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-cyclopentanol

: 158226-51-8
[(3aS,4R,5R,6S,6aS)-4-Benzyloxy-6-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-4,5,6,6a-tetrahydro-3aH-cyclopentaoxazol-2-yl]-methyl-amine

Guidance literature:: Multi-step reaction with 2 steps

1: dimethylformamide; ethanol / 3 h / Ambient temperature

2: 91 percent / HgO / tetrahydrofuran / 48 h / Ambient temperature

With mercury(II) oxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)73136-4