(1S,2S,3R,5S)-3-(benzylamino)-5-(2-(benzyloxy)ethoxy)cyclopentane-1,2-diol

Base Information

Chemical Name:(1S,2S,3R,5S)-3-(benzylamino)-5-(2-(benzyloxy)ethoxy)cyclopentane-1,2-diol
CAS No.:1444301-59-0
Molecular Formula:C₂₁H₂₇NO₄
Molecular Weight:357.45
Hs Code.:

Synonyms:(1S,2S,3R,5S)-3-(benzylamino)-5-(2-(benzyloxy)ethoxy)cyclopentane-1,2-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S,3R,5S)-3-(benzylamino)-5-(2-(benzyloxy)ethoxy)cyclopentane-1,2-diol

Chemical Property:

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Technology Process of (1S,2S,3R,5S)-3-(benzylamino)-5-(2-(benzyloxy)ethoxy)cyclopentane-1,2-diol

There total 17 articles about (1S,2S,3R,5S)-3-(benzylamino)-5-(2-(benzyloxy)ethoxy)cyclopentane-1,2-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: 93.0%

: 1444301-50-1
(3aS,4R,6S,6aR)-N-benzyl-6-(2-(benzyloxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine

: 1444301-59-0
(1S,2S,3R,5S)-3-(benzylamino)-5-(2-(benzyloxy)ethoxy)cyclopentane-1,2-diol

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 80 ℃;

Reference yield:

: 155855-53-1
(3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol

: 1444301-59-0
(1S,2S,3R,5S)-3-(benzylamino)-5-(2-(benzyloxy)ethoxy)cyclopentane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 4 h / 0 - 20 °C

1.3: 50 °C

2.1: sodium hydrogencarbonate / water; ethyl acetate / 1 h / 20 °C

3.1: hydrogenchloride; water / 7 h / 20 °C

With hydrogenchloride; water; sodium hydride; sodium hydrogencarbonate; In water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 10257-32-6
D-ribose

: 1444301-59-0
(1S,2S,3R,5S)-3-(benzylamino)-5-(2-(benzyloxy)ethoxy)cyclopentane-1,2-diol

Guidance literature:: Multi-step reaction with 8 steps

1.1: hydrogenchloride / 22 h / 25 °C

2.1: 1H-imidazole; triphenylphosphine; iodine / toluene / 2 h / 70 °C

3.1: zinc; water; hydrogenchloride / ethanol / 19 h / 10 - 24 °C

4.1: sodium carbonate; magnesium sulfate / ethanol; water / 23 h / 25 °C

5.1: toluene / 5 h / Reflux

6.1: zinc; acetic acid / diethyl ether / 72 h / 0 - 25 °C

6.2: pH 7.2

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

7.2: 4 h / 0 - 20 °C / Inert atmosphere

8.1: hydrogenchloride / water / 7 h / 20 °C

With 1H-imidazole; hydrogenchloride; water; iodine; sodium hydride; sodium carbonate; magnesium sulfate; acetic acid; triphenylphosphine; zinc; In diethyl ether; ethanol; water; N,N-dimethyl-formamide; toluene; mineral oil;