(2R,3R,4S,5S)-N⁽¹⁾-benzyl-2-(hydroxymethyl)-3-benzyloxy-4,5-dihydroxypiperidine

Base Information

Chemical Name:(2R,3R,4S,5S)-N⁽¹⁾-benzyl-2-(hydroxymethyl)-3-benzyloxy-4,5-dihydroxypiperidine
CAS No.:1429413-10-4
Molecular Formula:C₂₀H₂₅NO₄
Molecular Weight:343.423
Hs Code.:

(2R,3R,4S,5S)-N<sup>(1)</sup>-benzyl-2-(hydroxymethyl)-3-benzyloxy-4,5-dihydroxypiperidine

Synonyms:(2R,3R,4S,5S)-N⁽¹⁾-benzyl-2-(hydroxymethyl)-3-benzyloxy-4,5-dihydroxypiperidine

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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 (2R,3R,4S,5S)-N⁽¹⁾-benzyl-2-(hydroxymethyl)-3-benzyloxy-4,5-dihydroxypiperidine

Chemical Property:

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Technology Process of (2R,3R,4S,5S)-N⁽¹⁾-benzyl-2-(hydroxymethyl)-3-benzyloxy-4,5-dihydroxypiperidine

There total 6 articles about (2R,3R,4S,5S)-N⁽¹⁾-benzyl-2-(hydroxymethyl)-3-benzyloxy-4,5-dihydroxypiperidine 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:

: C₂₄H₂₉NO₆

: 1429413-10-4
(2R,3R,4S,5S)-N⁽¹⁾-benzyl-2-(hydroxymethyl)-3-benzyloxy-4,5-dihydroxypiperidine

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 16h; Time;
DOI:10.1021/ol400735z

Reference yield:

: 1429412-83-8
C₃₅H₅₁NO₃Si

: 1429413-10-4
(2R,3R,4S,5S)-N⁽¹⁾-benzyl-2-(hydroxymethyl)-3-benzyloxy-4,5-dihydroxypiperidine

Guidance literature:: Multi-step reaction with 4 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: iodine; sodium hydrogencarbonate / water; 1,4-dioxane / 16 h / 20 °C

3.2: 16 h / 50 °C

4.1: potassium carbonate / methanol / 16 h / 20 °C

With oxalyl dichloride; iodine; sodium hydrogencarbonate; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1021/ol400735z

Reference yield:

: 1429412-87-2
(3S,4R,5R,αR)-4-benzyloxy-5-[N-benzyl-N-(α-methylbenzyl)amino]-6-(triisopropylsilyloxy)hex-1-en-3-ol

: 1429413-10-4
(2R,3R,4S,5S)-N⁽¹⁾-benzyl-2-(hydroxymethyl)-3-benzyloxy-4,5-dihydroxypiperidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: iodine; sodium hydrogencarbonate / water; 1,4-dioxane / 16 h / 20 °C

1.2: 16 h / 50 °C

2.1: potassium carbonate / methanol / 16 h / 20 °C

With iodine; sodium hydrogencarbonate; potassium carbonate; In 1,4-dioxane; methanol; water;
DOI:10.1021/ol400735z