(5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-toluyl)-1,6-dioxa-2-azaspiro[4,5]dec-2-ene-8,9,10-triol

Base Information

Chemical Name:(5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-toluyl)-1,6-dioxa-2-azaspiro[4,5]dec-2-ene-8,9,10-triol
CAS No.:1197825-76-5
Molecular Formula:C₁₅H₁₉NO₆
Molecular Weight:309.319
Hs Code.:

Synonyms:(5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-toluyl)-1,6-dioxa-2-azaspiro[4,5]dec-2-ene-8,9,10-triol

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Chemical Property of (5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-toluyl)-1,6-dioxa-2-azaspiro[4,5]dec-2-ene-8,9,10-triol

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Technology Process of (5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-toluyl)-1,6-dioxa-2-azaspiro[4,5]dec-2-ene-8,9,10-triol

There total 3 articles about (5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-toluyl)-1,6-dioxa-2-azaspiro[4,5]dec-2-ene-8,9,10-triol 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%

: 1197825-70-9
(5R,7R,8R,9S,10R)-8,9,10-tris(acetoxy)-7-[(acetoxy)methyl]-3-(4-tolyl)-1,6-dioxa-2-azaspiro[4,5]dec-2-ene

: 1197825-76-5
(5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-toluyl)-1,6-dioxa-2-azaspiro[4,5]dec-2-ene-8,9,10-triol

Guidance literature:: (5R,7R,8R,9S,10R)-8,9,10-tris(acetoxy)-7-[(acetoxy)methyl]-3-(4-tolyl)-1,6-dioxa-2-azaspiro[4,5]dec-2-ene; With sodium methylate; In methanol; at 20 ℃; for 3h;

In methanol; pH=5;
DOI:10.1016/j.bmc.2009.08.060

Reference yield:

: 36288-37-6
N-hydroxy-4-methylbenzenecarboximidoyl chloride

: 1197825-76-5
(5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-toluyl)-1,6-dioxa-2-azaspiro[4,5]dec-2-ene-8,9,10-triol

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 °C / Inert atmosphere

2: sodium methylate / methanol / Inert atmosphere

With sodium methylate; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.ejmech.2015.12.004

Reference yield:

: 3235-02-7,3717-15-5,3717-16-6,140461-26-3,140461-27-4
p-methylbenzaldehyde oxime

: 1197825-76-5
(5R,7R,8S,9S,10R)-7-(hydroxymethyl)-3-(4-toluyl)-1,6-dioxa-2-azaspiro[4,5]dec-2-ene-8,9,10-triol

Guidance literature:: Multi-step reaction with 3 steps

1: N-chloro-succinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 20 °C / Inert atmosphere

3: sodium methylate / methanol / Inert atmosphere

With N-chloro-succinimide; sodium methylate; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2015.12.004