(1S)-(1,3,6/2)-4-acetoxymethyl-1,2,3-tri-O-acetyl-6-azido-4-cyclohexene-1,2,3-triol

Base Information

Chemical Name:(1S)-(1,3,6/2)-4-acetoxymethyl-1,2,3-tri-O-acetyl-6-azido-4-cyclohexene-1,2,3-triol
CAS No.:90025-03-9
Molecular Formula:C₁₅H₁₉N₃O₈
Molecular Weight:369.331
Hs Code.:

Synonyms:(1S)-(1,3,6/2)-4-acetoxymethyl-1,2,3-tri-O-acetyl-6-azido-4-cyclohexene-1,2,3-triol

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Chemical Property of (1S)-(1,3,6/2)-4-acetoxymethyl-1,2,3-tri-O-acetyl-6-azido-4-cyclohexene-1,2,3-triol

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Technology Process of (1S)-(1,3,6/2)-4-acetoxymethyl-1,2,3-tri-O-acetyl-6-azido-4-cyclohexene-1,2,3-triol

There total 5 articles about (1S)-(1,3,6/2)-4-acetoxymethyl-1,2,3-tri-O-acetyl-6-azido-4-cyclohexene-1,2,3-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: 99.0%

: (2S)-(+)-1,2,3-tri-O-acetyl-(1,3/2,4,)-4-C-acetoxymethyl-4-chloro-5-cyclohexene-1,2,3-triol

: 90025-03-9
(1S)-(1,3,6/2)-4-acetoxymethyl-1,2,3-tri-O-acetyl-6-azido-4-cyclohexene-1,2,3-triol

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide;
DOI:10.1246/bcsj.58.3387

Reference yield:

: 942065-91-0
C₁₅H₁₉BrO₈

: 140148-01-2
C₁₅H₁₉N₃O₈

: 90025-03-9
(1S)-(1,3,6/2)-4-acetoxymethyl-1,2,3-tri-O-acetyl-6-azido-4-cyclohexene-1,2,3-triol

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; for 4h;

Reference yield:

: 97747-51-8
(1R)-(-)-1,2,3-tri-O-acetyl-(1,3/2,4,6)-4-bromo-6-bromomethyl-1,2,3-cyclohexanetriol

: 90025-03-9
(1S)-(1,3,6/2)-4-acetoxymethyl-1,2,3-tri-O-acetyl-6-azido-4-cyclohexene-1,2,3-triol

Guidance literature:: Multi-step reaction with 3 steps

1: 1) DBU 2) MCPBA / 1) toluene, 2) dichloromethane

2: 92 percent / conc. hydrochloric acid / tetrahydrofuran

3: 99 percent / NaN₃ / dimethylformamide

With hydrogenchloride; sodium azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.58.3387