1,5-anhydro-3-(benzylamino)-3,N,4,O-carbonyl-2,3,6-trideoxy-D-ribo-hexa-1,5-dienopyranose

Base Information

Chemical Name:1,5-anhydro-3-(benzylamino)-3,N,4,O-carbonyl-2,3,6-trideoxy-D-ribo-hexa-1,5-dienopyranose
CAS No.:160849-60-5
Molecular Formula:C₁₄H₁₃NO₃
Molecular Weight:243.262
Hs Code.:

Synonyms:1,5-anhydro-3-(benzylamino)-3,N,4,O-carbonyl-2,3,6-trideoxy-D-ribo-hexa-1,5-dienopyranose

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Chemical Property of 1,5-anhydro-3-(benzylamino)-3,N,4,O-carbonyl-2,3,6-trideoxy-D-ribo-hexa-1,5-dienopyranose

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Technology Process of 1,5-anhydro-3-(benzylamino)-3,N,4,O-carbonyl-2,3,6-trideoxy-D-ribo-hexa-1,5-dienopyranose

There total 8 articles about 1,5-anhydro-3-(benzylamino)-3,N,4,O-carbonyl-2,3,6-trideoxy-D-ribo-hexa-1,5-dienopyranose 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: 90.0%

: 160849-59-2
1,5-anhydro-3-(benzylamino)-3,N,4,O-carbonyl-2,3-dideoxy-6-(methanesulfonyl)-D-ribo-hex-1-enopyranose

: 160849-60-5
1,5-anhydro-3-(benzylamino)-3,N,4,O-carbonyl-2,3,6-trideoxy-D-ribo-hexa-1,5-dienopyranose

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/0040-4039(94)88445-5

Reference yield:

: 160849-58-1
(3aS,4R,7aS)-1-Benzyl-4-hydroxymethyl-1,3a,4,7a-tetrahydro-pyrano[4,3-d]oxazol-2-one

: 160849-60-5
1,5-anhydro-3-(benzylamino)-3,N,4,O-carbonyl-2,3,6-trideoxy-D-ribo-hexa-1,5-dienopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / Py / Ambient temperature

2: 90 percent / KOtBu / tetrahydrofuran / 3 h / -78 - -40 °C

With pyridine; potassium tert-butylate; In tetrahydrofuran;
DOI:10.1021/ja952907g

Reference yield:

: 100-39-0
benzyl bromide

: 160849-60-5
1,5-anhydro-3-(benzylamino)-3,N,4,O-carbonyl-2,3,6-trideoxy-D-ribo-hexa-1,5-dienopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH, tetrabutylammonium iodide / 1.) DMF, 2.) DMF, RT

2: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.25 h

3: 95 percent / Py / Ambient temperature

4: 90 percent / KOtBu / tetrahydrofuran / 3 h / -78 - -40 °C

With pyridine; potassium tert-butylate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;
DOI:10.1021/ja952907g