3-O-(4'-methoxy-benzyl)-2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal

Base Information

Chemical Name:3-O-(4'-methoxy-benzyl)-2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal
CAS No.:213978-64-4
Molecular Formula:C₂₀H₃₂O₄S₂
Molecular Weight:400.604
Hs Code.:

Synonyms:3-O-(4'-methoxy-benzyl)-2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal

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Chemical Property of 3-O-(4'-methoxy-benzyl)-2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal

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Technology Process of 3-O-(4'-methoxy-benzyl)-2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal

There total 5 articles about 3-O-(4'-methoxy-benzyl)-2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal 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: 98.0%

: 2746-25-0
p-Methoxybenzyl bromide

: 67320-20-1
2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal

: 213978-64-4
3-O-(4'-methoxy-benzyl)-2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal

Guidance literature:: 2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal; With potassium tert-butylate; In tetrahydrofuran; at -20 ℃; for 1h;

p-Methoxybenzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃; for 15h; Further stages.;
DOI:10.1039/b308305e

Reference yield:

: 58-86-6
D-xylose

: 213978-64-4
3-O-(4'-methoxy-benzyl)-2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal

Guidance literature:: Multi-step reaction with 5 steps

1.1: aq. HCl / 2 h / 20 °C

2.1: H₂SO₄ / 16 h / 0 °C

3.1: 32.8 g / t-BuOK / tetrahydrofuran; dimethylsulfoxide / 1 h / 20 °C

4.1: 90 percent / LiAlH₄ / tetrahydrofuran / 3 h / 20 °C

5.1: t-BuOK / tetrahydrofuran / 1 h / -20 °C

5.2: 98 percent / NBu₄I / tetrahydrofuran / 15 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; sulfuric acid; potassium tert-butylate; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1039/b308305e

Reference yield:

: 13263-74-6
D-xylose diethyl dithioacetal

: 213978-64-4
3-O-(4'-methoxy-benzyl)-2-deoxy-4,5-O-isopropylidene-D-threo-pentose diethyl dithioacetal

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂SO₄ / 16 h / 0 °C

2.1: 32.8 g / t-BuOK / tetrahydrofuran; dimethylsulfoxide / 1 h / 20 °C

3.1: 90 percent / LiAlH₄ / tetrahydrofuran / 3 h / 20 °C

4.1: t-BuOK / tetrahydrofuran / 1 h / -20 °C

4.2: 98 percent / NBu₄I / tetrahydrofuran / 15 h / 20 °C

With lithium aluminium tetrahydride; sulfuric acid; potassium tert-butylate; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1039/b308305e