1D-(1,3,6/2)-6-azido-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene

Base Information

Chemical Name:1D-(1,3,6/2)-6-azido-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene
CAS No.:75348-21-9
Molecular Formula:C₃₅H₃₅N₃O₄
Molecular Weight:561.681
Hs Code.:

Synonyms:1D-(1,3,6/2)-6-azido-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene

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Chemical Property of 1D-(1,3,6/2)-6-azido-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene

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Technology Process of 1D-(1,3,6/2)-6-azido-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene

There total 7 articles about 1D-(1,3,6/2)-6-azido-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene 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: 83.0%

: 128500-10-7
1D-(1,3/2,6)-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxy-6-chlorocyclohex-4-ene

: 75348-21-9
1D-(1,3,6/2)-6-azido-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 3h;

Reference yield: 68.0%

: 99695-34-8
(1R,2S,3S,4R)-2,3,4-tri-O-benzyl-5-(benzyloxymethyl)-cyclohex-5-ene-1,2,3,4-tetrol

: 75348-21-9
1D-(1,3,6/2)-6-azido-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene

Guidance literature:: (1R,2S,3S,4R)-2,3,4-tri-O-benzyl-5-(benzyloxymethyl)-cyclohex-5-ene-1,2,3,4-tetrol; With diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 0 - 20 ℃; for 7h;

With sodium azide; In toluene; at 20 ℃; for 12h; Further stages.;
DOI:10.1021/ja005746b

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 75348-21-9
1D-(1,3,6/2)-6-azido-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Mg, HgCl₂ / 1.) THF, 3 h, 0 deg C; 2.) -78 deg C to 0 deg C

2: 81 percent / SOCl₂ / diethyl ether / 5 h / Heating

3: 83 percent / NaN₃ / dimethylformamide / 3 h / 50 °C

With thionyl chloride; sodium azide; magnesium; mercury dichloride; In diethyl ether; N,N-dimethyl-formamide;