(Z)-2,3,4-tri-O-benzyl-6-deoxy-6-iodo-5-thio-D-gluconhydroximo-1,5-lactone

Base Information

Chemical Name:(Z)-2,3,4-tri-O-benzyl-6-deoxy-6-iodo-5-thio-D-gluconhydroximo-1,5-lactone
CAS No.:153996-96-4
Molecular Formula:C₂₇H₂₈INO₄S
Molecular Weight:589.494
Hs Code.:

Synonyms:(Z)-2,3,4-tri-O-benzyl-6-deoxy-6-iodo-5-thio-D-gluconhydroximo-1,5-lactone

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Chemical Property of (Z)-2,3,4-tri-O-benzyl-6-deoxy-6-iodo-5-thio-D-gluconhydroximo-1,5-lactone

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Technology Process of (Z)-2,3,4-tri-O-benzyl-6-deoxy-6-iodo-5-thio-D-gluconhydroximo-1,5-lactone

There total 3 articles about (Z)-2,3,4-tri-O-benzyl-6-deoxy-6-iodo-5-thio-D-gluconhydroximo-1,5-lactone 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: 86.0%

: 153996-95-3
(Z)-2,3,4-tri-O-benzyl-6-bromo-6-deoxy-5-thio-D-gluconhydroximo-1,5-lactone

: 153996-96-4
(Z)-2,3,4-tri-O-benzyl-6-deoxy-6-iodo-5-thio-D-gluconhydroximo-1,5-lactone

Guidance literature:: With sodium iodide; In acetone; for 4h; Heating;
DOI:10.1002/hlca.19930760724

Reference yield:

: 153997-06-9
N-((2S,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-6-bromomethyl-tetrahydro-thiopyran-2-yl)-hydroxylamine

: 153996-96-4
(Z)-2,3,4-tri-O-benzyl-6-deoxy-6-iodo-5-thio-D-gluconhydroximo-1,5-lactone

Guidance literature:: Multi-step reaction with 2 steps

1: MnO₂ / methanol; ethyl acetate / 0.5 h / Ambient temperature

2: 86 percent / NaI / acetone / 4 h / Heating

With manganese(IV) oxide; sodium iodide; In methanol; ethyl acetate; acetone;
DOI:10.1002/hlca.19930760724

Reference yield:

: (E)- and (Z)-2,3,4-tri-O-benzyl-5,6-dideoxy-5,6-epithio-D-glucose oxime

: 153996-96-4
(Z)-2,3,4-tri-O-benzyl-6-deoxy-6-iodo-5-thio-D-gluconhydroximo-1,5-lactone

Guidance literature:: Multi-step reaction with 3 steps

1: LiBr, conc. H₂SO₄ / methanol / 14 h / 0 deg C up to RT

2: MnO₂ / methanol; ethyl acetate / 0.5 h / Ambient temperature

3: 86 percent / NaI / acetone / 4 h / Heating

With manganese(IV) oxide; sulfuric acid; sodium iodide; lithium bromide; In methanol; ethyl acetate; acetone;
DOI:10.1002/hlca.19930760724