1D-(1,2,4/3,5)-2-amino-1,2-N,O-carbonyl-4,7-benzylidene-5-C-hydroxymethyl-1,3,4-cyclohexanetriol

Base Information

Chemical Name:1D-(1,2,4/3,5)-2-amino-1,2-N,O-carbonyl-4,7-benzylidene-5-C-hydroxymethyl-1,3,4-cyclohexanetriol
CAS No.:121788-69-0
Molecular Formula:C₁₅H₁₇NO₅
Molecular Weight:291.304
Hs Code.:

Synonyms:1D-(1,2,4/3,5)-2-amino-1,2-N,O-carbonyl-4,7-benzylidene-5-C-hydroxymethyl-1,3,4-cyclohexanetriol

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Chemical Property of 1D-(1,2,4/3,5)-2-amino-1,2-N,O-carbonyl-4,7-benzylidene-5-C-hydroxymethyl-1,3,4-cyclohexanetriol

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Technology Process of 1D-(1,2,4/3,5)-2-amino-1,2-N,O-carbonyl-4,7-benzylidene-5-C-hydroxymethyl-1,3,4-cyclohexanetriol

There total 12 articles about 1D-(1,2,4/3,5)-2-amino-1,2-N,O-carbonyl-4,7-benzylidene-5-C-hydroxymethyl-1,3,4-cyclohexanetriol 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: 60.0%

: 121788-68-9
(3aR,4R,5R,6R,7aS)-4,5-dihydroxy-6-(hydroxymethyl)hexahydrobenzo[d]oxazol-2(3H)-one

: 100-52-7
benzaldehyde

: 121788-69-0
1D-(1,2,4/3,5)-2-amino-1,2-N,O-carbonyl-4,7-benzylidene-5-C-hydroxymethyl-1,3,4-cyclohexanetriol

Guidance literature:: With zinc(II) chloride; for 72h; Ambient temperature;
DOI:10.1016/S0040-4020(01)97594-5

Reference yield:

: 121843-64-9
1D-(1,2,4/3) 3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-methoxymethylene-1,3,4-cyclohexanetriol

: 121788-69-0
1D-(1,2,4/3,5)-2-amino-1,2-N,O-carbonyl-4,7-benzylidene-5-C-hydroxymethyl-1,3,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) mercury(II) acetate, 2.) NaBH₄ / 1.) acetonitrile, H₂O

2: Li, tert-butyl alcohol / liquid ammonia; tetrahydrofuran / 1 h / -78 °C

3: ZnCl₂

With sodium tetrahydroborate; mercury(II) diacetate; lithium; zinc(II) chloride; tert-butyl alcohol; In tetrahydrofuran; ammonia;
DOI:10.1021/jo00277a002

Reference yield:

: 106265-22-9
(1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-C-hydroxymethyl-1,3,4-cyclohexanetriol

: 121788-69-0
1D-(1,2,4/3,5)-2-amino-1,2-N,O-carbonyl-4,7-benzylidene-5-C-hydroxymethyl-1,3,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: Li, tert-butyl alcohol / liquid ammonia; tetrahydrofuran / 1 h / -78 °C

2: ZnCl₂

With lithium; zinc(II) chloride; tert-butyl alcohol; In tetrahydrofuran; ammonia;
DOI:10.1021/jo00277a002