(3R,4S,5R,6R)-3,4,5-Tris-(4-fluoro-benzyloxy)-6-(4-fluoro-benzyloxymethyl)-tetrahydro-pyran-2-one oxime

Base Information

Chemical Name:(3R,4S,5R,6R)-3,4,5-Tris-(4-fluoro-benzyloxy)-6-(4-fluoro-benzyloxymethyl)-tetrahydro-pyran-2-one oxime
CAS No.:214043-18-2
Molecular Formula:C₃₄H₃₁F₄NO₆
Molecular Weight:625.617
Hs Code.:

Synonyms:(3R,4S,5R,6R)-3,4,5-Tris-(4-fluoro-benzyloxy)-6-(4-fluoro-benzyloxymethyl)-tetrahydro-pyran-2-one oxime

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Chemical Property of (3R,4S,5R,6R)-3,4,5-Tris-(4-fluoro-benzyloxy)-6-(4-fluoro-benzyloxymethyl)-tetrahydro-pyran-2-one oxime

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Technology Process of (3R,4S,5R,6R)-3,4,5-Tris-(4-fluoro-benzyloxy)-6-(4-fluoro-benzyloxymethyl)-tetrahydro-pyran-2-one oxime

There total 5 articles about (3R,4S,5R,6R)-3,4,5-Tris-(4-fluoro-benzyloxy)-6-(4-fluoro-benzyloxymethyl)-tetrahydro-pyran-2-one oxime 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%

: 214043-17-1
(2S,3R,4R,5R)-2,3,4,6-Tetrakis-(4-fluoro-benzyloxy)-5-hydroxy-hexanal oxime

: 214043-18-2
(3R,4S,5R,6R)-3,4,5-Tris-(4-fluoro-benzyloxy)-6-(4-fluoro-benzyloxymethyl)-tetrahydro-pyran-2-one oxime

Guidance literature:: With manganese(IV) oxide; In methanol; diethyl ether; acetone; at 25 ℃; for 96h;
DOI:10.1002/hlca.19980810546

Reference yield:

: 459-46-1
4-Fluorobenzyl bromide

: 214043-18-2
(3R,4S,5R,6R)-3,4,5-Tris-(4-fluoro-benzyloxy)-6-(4-fluoro-benzyloxymethyl)-tetrahydro-pyran-2-one oxime

Guidance literature:: Multi-step reaction with 4 steps

1: 53 percent / NaH / dimethylformamide / 0.75 h / 0 - 25 °C

2: 52 percent / 1M H₂SO₄ / acetic acid / 2 h / Heating

3: 97 percent / NH₂OH*HCl, NaOMe / methanol / 7 h / 60 °C

4: 60 percent / MnO₂ / methanol; acetone; diethyl ether / 96 h / 25 °C

With manganese(IV) oxide; sulfuric acid; hydroxylamine hydrochloride; sodium methylate; sodium hydride; In methanol; diethyl ether; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1002/hlca.19980810546

Reference yield:

: 214043-14-8
(2R,3R,4S,5R,6S)-3,4,5-Tris-(4-fluoro-benzyloxy)-2-(4-fluoro-benzyloxymethyl)-6-methoxy-tetrahydro-pyran

: 214043-18-2
(3R,4S,5R,6R)-3,4,5-Tris-(4-fluoro-benzyloxy)-6-(4-fluoro-benzyloxymethyl)-tetrahydro-pyran-2-one oxime

Guidance literature:: Multi-step reaction with 3 steps

1: 52 percent / 1M H₂SO₄ / acetic acid / 2 h / Heating

2: 97 percent / NH₂OH*HCl, NaOMe / methanol / 7 h / 60 °C

3: 60 percent / MnO₂ / methanol; acetone; diethyl ether / 96 h / 25 °C

With manganese(IV) oxide; sulfuric acid; hydroxylamine hydrochloride; sodium methylate; In methanol; diethyl ether; acetic acid; acetone;
DOI:10.1002/hlca.19980810546