(5R,6R,7S,8R)-6,7,8-Tris-(4-fluoro-benzyloxy)-5-(4-fluoro-benzyloxymethyl)-4-oxa-1,2-diaza-spiro[2.5]octane

Base Information

Chemical Name:(5R,6R,7S,8R)-6,7,8-Tris-(4-fluoro-benzyloxy)-5-(4-fluoro-benzyloxymethyl)-4-oxa-1,2-diaza-spiro[2.5]octane
CAS No.:214043-20-6
Molecular Formula:C₃₄H₃₂F₄N₂O₅
Molecular Weight:624.632
Hs Code.:

Synonyms:(5R,6R,7S,8R)-6,7,8-Tris-(4-fluoro-benzyloxy)-5-(4-fluoro-benzyloxymethyl)-4-oxa-1,2-diaza-spiro[2.5]octane

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Chemical Property of (5R,6R,7S,8R)-6,7,8-Tris-(4-fluoro-benzyloxy)-5-(4-fluoro-benzyloxymethyl)-4-oxa-1,2-diaza-spiro[2.5]octane

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Technology Process of (5R,6R,7S,8R)-6,7,8-Tris-(4-fluoro-benzyloxy)-5-(4-fluoro-benzyloxymethyl)-4-oxa-1,2-diaza-spiro[2.5]octane

There total 7 articles about (5R,6R,7S,8R)-6,7,8-Tris-(4-fluoro-benzyloxy)-5-(4-fluoro-benzyloxymethyl)-4-oxa-1,2-diaza-spiro[2.5]octane 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: 82.0%

: 2,3,4,6-tetrakis-O-(4-fluorobenzyl)-N-[(methylsulfonyl)oxy]-D-gluconimido-1,5-lactone

: 214043-20-6
(5R,6R,7S,8R)-6,7,8-Tris-(4-fluoro-benzyloxy)-5-(4-fluoro-benzyloxymethyl)-4-oxa-1,2-diaza-spiro[2.5]octane

Guidance literature:: With ammonia; In methanol; dichloromethane; at 25 ℃; for 15h;
DOI:10.1002/hlca.19980810546

Reference yield:

: 459-46-1
4-Fluorobenzyl bromide

: 214043-20-6
(5R,6R,7S,8R)-6,7,8-Tris-(4-fluoro-benzyloxy)-5-(4-fluoro-benzyloxymethyl)-4-oxa-1,2-diaza-spiro[2.5]octane

Guidance literature:: Multi-step reaction with 6 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

5: 89 percent / Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

6: 82 percent / sat. NH₃ / CH₂Cl₂; methanol / 15 h / 25 °C

With manganese(IV) oxide; sulfuric acid; hydroxylamine hydrochloride; ammonia; sodium methylate; sodium hydride; triethylamine; In methanol; diethyl ether; dichloromethane; 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

: 214043-20-6
(5R,6R,7S,8R)-6,7,8-Tris-(4-fluoro-benzyloxy)-5-(4-fluoro-benzyloxymethyl)-4-oxa-1,2-diaza-spiro[2.5]octane

Guidance literature:: Multi-step reaction with 5 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

4: 89 percent / Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

5: 82 percent / sat. NH₃ / CH₂Cl₂; methanol / 15 h / 25 °C

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