(3S)-3-amino-(3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-galactopyranoso)[2,3-b]-pyrrolidin-2-one

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Chemical Name:(3S)-3-amino-(3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-galactopyranoso)[2,3-b]-pyrrolidin-2-one
CAS No.:1609184-90-8
Molecular Formula:C₂₉H₃₂N₂O₅
Molecular Weight:488.583
Hs Code.:

Synonyms:(3S)-3-amino-(3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-galactopyranoso)[2,3-b]-pyrrolidin-2-one

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Chemical Property of (3S)-3-amino-(3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-galactopyranoso)[2,3-b]-pyrrolidin-2-one

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Technology Process of (3S)-3-amino-(3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-galactopyranoso)[2,3-b]-pyrrolidin-2-one

There total 3 articles about (3S)-3-amino-(3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-galactopyranoso)[2,3-b]-pyrrolidin-2-one 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: 56.0%

: 1609184-89-5
3,4,6-tri-O-benzyl-2-deoxy-2-C-carbmethoxyazidomethyl-β-D-galactopyranosyl azide

: 1609184-90-8
(3S)-3-amino-(3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-galactopyranoso)[2,3-b]-pyrrolidin-2-one

Guidance literature:: With acetic acid; zinc; In tetrahydrofuran; at 25 ℃; for 12h; stereoselective reaction;
DOI:10.1016/j.carres.2014.02.022

Reference yield:

: 3,4,6-tri-O-benzyl-2-deoxy-2-C-carbmethoxyiodomethyl-β-D-galactopyranosyl azide

: 1609184-90-8
(3S)-3-amino-(3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-galactopyranoso)[2,3-b]-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: sodium azide / N,N-dimethyl-formamide / 24 h / 20 °C

2: zinc; acetic acid / tetrahydrofuran / 12 h / 25 °C

With sodium azide; acetic acid; zinc; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2014.02.022

Reference yield:

: 710965-73-4
(1S,3R,4R,5R,6S,7S)-4,5-Bis-benzyloxy-3-benzyloxymethyl-2-oxa-bicyclo[4.1.0]heptane-7-carboxylic acid methyl ester

: 1609184-90-8
(3S)-3-amino-(3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-galactopyranoso)[2,3-b]-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: sodium azide; N-iodo-succinimide / acetonitrile / 12 h / 20 °C / Molecular sieve; Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 24 h / 20 °C

3: zinc; acetic acid / tetrahydrofuran / 12 h / 25 °C

With N-iodo-succinimide; sodium azide; acetic acid; zinc; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.carres.2014.02.022