4-O-(4-methoxybenzyl)-α-L-rhamnose diethyl dithioacetal

Base Information

• Chemical Name: 4-O-(4-methoxybenzyl)-α-L-rhamnose diethyl dithioacetal
• CAS No.: 916044-79-6
• Molecular Formula: C₁₈H₃₀O₅S₂
• Molecular Weight: 390.565
• Mol file: 916044-79-6.mol

Synonyms:4-O-(4-methoxybenzyl)-α-L-rhamnose diethyl dithioacetal

Chemical Property of 4-O-(4-methoxybenzyl)-α-L-rhamnose diethyl dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-(4-methoxybenzyl)-α-L-rhamnose diethyl dithioacetal

There total 5 articles about 4-O-(4-methoxybenzyl)-α-L-rhamnose 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: 73.0%

4-O-(4-methoxybenzyl)-α,β-L-rhamnopyranose + ethanethiol (75-08-1) → 4-O-(4-methoxybenzyl)-α-L-rhamnose diethyl dithioacetal (916044-79-6)

Guidance literature:

With toluene-4-sulfonic acid; acetic acid; at 0 - 10 ℃;

DOI:10.1016/j.tet.2009.07.043

Reference yield:

C20H28O6 → 4-O-(4-methoxybenzyl)-α-L-rhamnose diethyl dithioacetal (916044-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. AcOH / 24 h / 35 °C

2: TsOH / acetic acid / 0.67 h / 10 °C

With toluene-4-sulfonic acid; acetic acid; In acetic acid;

DOI:10.1055/s-2006-949620

Reference yield:

allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside (100639-25-6,71695-57-3) → 4-O-(4-methoxybenzyl)-α-L-rhamnose diethyl dithioacetal (916044-79-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / NaH; Bu₄NI / dimethylformamide / 2 h / 20 °C

2: t-BuOK / dimethylsulfoxide / 0.33 h / 100 °C

3: aq. AcOH / 24 h / 35 °C

4: TsOH / acetic acid / 0.67 h / 10 °C

With potassium tert-butylate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; In acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1055/s-2006-949620

upstream raw materials:

ethanethiol

allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

allyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranoside

p-methoxybenzyl chloride

Downstream raw materials:

1,6-dideoxy-1,1-bis(ethylsulfonyl)-4-O-(4-methoxybenzyl)-L-mannitol