1-amino-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-2-C-(prop-2-enyl)-L-glucitol

Base Information

Chemical Name:1-amino-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-2-C-(prop-2-enyl)-L-glucitol
CAS No.:1268263-86-0
Molecular Formula:C₃₀H₃₅NO₄
Molecular Weight:473.612
Hs Code.:

Synonyms:1-amino-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-2-C-(prop-2-enyl)-L-glucitol

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Chemical Property of 1-amino-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-2-C-(prop-2-enyl)-L-glucitol

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Technology Process of 1-amino-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-2-C-(prop-2-enyl)-L-glucitol

There total 4 articles about 1-amino-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-2-C-(prop-2-enyl)-L-glucitol 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: 92.0%

: 1268263-85-9
2,5-anhydro-3,4,6-tri-O-benzyl-2-C-(prop-2-enyl)-L-glucose oxime

: 1268263-86-0
1-amino-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-2-C-(prop-2-enyl)-L-glucitol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jm101244n

Reference yield:

: methyl 3,4,6-tri-O-benzyl-L-arabino-hex-2-ulo-2,5-furanoside

: 1268263-86-0
1-amino-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-2-C-(prop-2-enyl)-L-glucitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,2,2-trifluoro-N,N-bis(trimethylsilyl)-acetamide / acetonitrile / 3 h / 100 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 2 h / 20 °C / Inert atmosphere

3.1: hydroxylamine hydrochloride / tetrahydrofuran; ethanol; water / 4 h / 20 °C / pH 4.5

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; 2,2,2-trifluoro-N,N-bis(trimethylsilyl)-acetamide; hydroxylamine hydrochloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jm101244n

Reference yield:

: 1268263-84-8
2,5-anhydro-3,4,6-tri-O-benzyl-2-C-(prop-2-enyl)-α-L-glucose

: 1268263-86-0
1-amino-2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-2-C-(prop-2-enyl)-L-glucitol

Guidance literature:: Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride / tetrahydrofuran; ethanol; water / 4 h / 20 °C / pH 4.5

2: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; hydroxylamine hydrochloride; In tetrahydrofuran; ethanol; water;
DOI:10.1021/jm101244n