isopropyl 6-desoxy-6-N,N-dibenzylamino-1,2:3,4-di-O-isopropylidene-7-ulo-D-glycero-α-D-galacto-1,5-octopyranuronate

Base Information

Chemical Name:isopropyl 6-desoxy-6-N,N-dibenzylamino-1,2:3,4-di-O-isopropylidene-7-ulo-D-glycero-α-D-galacto-1,5-octopyranuronate
CAS No.:1292211-63-2
Molecular Formula:C₃₁H₃₉NO₈
Molecular Weight:553.653
Hs Code.:

Synonyms:isopropyl 6-desoxy-6-N,N-dibenzylamino-1,2:3,4-di-O-isopropylidene-7-ulo-D-glycero-α-D-galacto-1,5-octopyranuronate

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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 isopropyl 6-desoxy-6-N,N-dibenzylamino-1,2:3,4-di-O-isopropylidene-7-ulo-D-glycero-α-D-galacto-1,5-octopyranuronate

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Technology Process of isopropyl 6-desoxy-6-N,N-dibenzylamino-1,2:3,4-di-O-isopropylidene-7-ulo-D-glycero-α-D-galacto-1,5-octopyranuronate

There total 1 articles about isopropyl 6-desoxy-6-N,N-dibenzylamino-1,2:3,4-di-O-isopropylidene-7-ulo-D-glycero-α-D-galacto-1,5-octopyranuronate 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: 72.0%

: 206195-07-5
isopropyl 7-chloro-6,7-epoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octopyranuronate

: 103-49-1
dibenzylamine

: 1292211-62-1
isopropyl 6-desoxy-6-N,N-dibenzylamino-1,2:3,4-di-O-isopropylidene-7-ulo-L-glycero-α-D-galacto-1,5-octopyranuronate

: 1292211-63-2
isopropyl 6-desoxy-6-N,N-dibenzylamino-1,2:3,4-di-O-isopropylidene-7-ulo-D-glycero-α-D-galacto-1,5-octopyranuronate

Guidance literature:: In toluene; at 110 ℃; for 40h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201001740

Reference yield: 80.0%

: 1292211-63-2
isopropyl 6-desoxy-6-N,N-dibenzylamino-1,2:3,4-di-O-isopropylidene-7-ulo-D-glycero-α-D-galacto-1,5-octopyranuronate

: 1292211-65-4
isopropyl 6-desoxy-6-N,N-dibenzylamino-1,2:3,4-di-O-isopropylidene-D-erythro-α-D-galacto-1,5-octopyranuronate

Guidance literature:: With benzo[1,3,2]dioxaborole; In dichloromethane; at 25 ℃; for 14h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201001740

Reference yield:

: 1292211-63-2
isopropyl 6-desoxy-6-N,N-dibenzylamino-1,2:3,4-di-O-isopropylidene-7-ulo-D-glycero-α-D-galacto-1,5-octopyranuronate

: 1292211-71-2
6-N,N-dibenzylamino-6,8-didesoxy-1,2:3,4-di-O-isopropylidene-D-erythro-α-D-galacto-1,5-octopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: benzo[1,3,2]dioxaborole / dichloromethane / 14 h / 25 °C / Inert atmosphere

2: lithium aluminium tetrahydride / diethyl ether / 0 - 25 °C / Inert atmosphere

3: pyridine; dmap / 0 - 20 °C / Inert atmosphere

4: lithium aluminium tetrahydride / diethyl ether / 0 °C / Inert atmosphere; Reflux

With pyridine; dmap; lithium aluminium tetrahydride; benzo[1,3,2]dioxaborole; In diethyl ether; dichloromethane;
DOI:10.1002/ejoc.201001740