(1'S,4R)-4-(3',3'-bisethylthio-1'-p-methoxybenzyloxypropyl)-2,2-dimethyl-1,3-dioxolane

Base Information

• Chemical Name: (1'S,4R)-4-(3',3'-bisethylthio-1'-p-methoxybenzyloxypropyl)-2,2-dimethyl-1,3-dioxolane
• CAS No.: 152453-71-9
• Molecular Formula: C₂₀H₃₂O₄S₂
• Molecular Weight: 400.604

Synonyms:(1'S,4R)-4-(3',3'-bisethylthio-1'-p-methoxybenzyloxypropyl)-2,2-dimethyl-1,3-dioxolane

Chemical Property of (1'S,4R)-4-(3',3'-bisethylthio-1'-p-methoxybenzyloxypropyl)-2,2-dimethyl-1,3-dioxolane

Chemical Property:

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Technology Process of (1'S,4R)-4-(3',3'-bisethylthio-1'-p-methoxybenzyloxypropyl)-2,2-dimethyl-1,3-dioxolane

There total 2 articles about (1'S,4R)-4-(3',3'-bisethylthio-1'-p-methoxybenzyloxypropyl)-2,2-dimethyl-1,3-dioxolane 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: 100.0%

1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol (67320-20-1,83692-41-5,94292-91-8,64722-95-8) + p-methoxybenzyl chloride (824-94-2) → (1'S,4R)-4-(3',3'-bisethylthio-1'-p-methoxybenzyloxypropyl)-2,2-dimethyl-1,3-dioxolane (152453-71-9)

Guidance literature:

With sodium hydride; dimethyl sulfoxide; for 4h; Ambient temperature;

DOI:10.1080/07328309808002895

Reference yield:

1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol (67320-20-1,83692-41-5,94292-91-8,64722-95-8) + p-Methoxybenzyl bromide (2746-25-0) → (1'S,4R)-4-(3',3'-bisethylthio-1'-p-methoxybenzyloxypropyl)-2,2-dimethyl-1,3-dioxolane (152453-71-9)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, RT, 3 h, 2.) DMF, RT, 45 min;

DOI:10.1021/ja00136a025

Reference yield: 89.0%

(1'S,4R)-4-(3',3'-bisethylthio-1'-p-methoxybenzyloxypropyl)-2,2-dimethyl-1,3-dioxolane (152453-71-9) → (2R,3S)-5,5-Bis-ethylsulfanyl-3-(4-methoxy-benzyloxy)-pentane-1,2-diol (208713-49-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 6h; Ambient temperature;

DOI:10.1080/07328309808002895

upstream raw materials:

1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol

p-Methoxybenzyl bromide

p-methoxybenzyl chloride

Downstream raw materials:

2-deoxy-3-O-<(4-methoxyphenyl)methyl>-4,5-O-(1-methylethylidene)-D-erythro-pentose

(2R,3S)-5,5-Bis-ethylsulfanyl-3-(4-methoxy-benzyloxy)-pentane-1,2-diol

(2R,3S,5Z)-3-p-methoxybenzyloxyoct-5-ene-1,2-diol

(1'S,3'Z,4R)-4-(1'-p-methoxybenzyloxyhex-3'-enyl)-2,2-dimethyl-1,3-dioxolane

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