(4R,5S)-[(4-methoxybenzyloxy)methyl]-5-chloromethyl-2,2-dimethyl-1,3-dioxolane

Base Information

• Chemical Name: (4R,5S)-[(4-methoxybenzyloxy)methyl]-5-chloromethyl-2,2-dimethyl-1,3-dioxolane
• CAS No.: 118620-84-1
• Molecular Formula: C₁₅H₂₁ClO₄
• Molecular Weight: 300.782

Synonyms:(4R,5S)-[(4-methoxybenzyloxy)methyl]-5-chloromethyl-2,2-dimethyl-1,3-dioxolane

Chemical Property of (4R,5S)-[(4-methoxybenzyloxy)methyl]-5-chloromethyl-2,2-dimethyl-1,3-dioxolane

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Technology Process of (4R,5S)-[(4-methoxybenzyloxy)methyl]-5-chloromethyl-2,2-dimethyl-1,3-dioxolane

There total 3 articles about (4R,5S)-[(4-methoxybenzyloxy)methyl]-5-chloromethyl-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: 83.0%

(2S,3S)-4-(p-methoxybenzyloxy)-2,3-(isopropylidenedioxy)-butan-1-ol (118620-86-3,132437-17-3) → (4R,5S)-[(4-methoxybenzyloxy)methyl]-5-chloromethyl-2,2-dimethyl-1,3-dioxolane (118620-84-1)

Guidance literature:

With tetrachloromethane; triphenylphosphine; for 30h; Reflux;

DOI:10.1002/chem.201003265

Reference yield:

2,3-O-isopropylidene-L-threitol (50622-09-8) → (4R,5S)-[(4-methoxybenzyloxy)methyl]-5-chloromethyl-2,2-dimethyl-1,3-dioxolane (118620-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / sodium hydride / tetrahydrofuran / 1 h / 25 °C

2: triphenylphosphine / CCl₄ / Heating

With sodium hydride; triphenylphosphine; In tetrahydrofuran; tetrachloromethane;

DOI:10.1016/0040-4039(88)85274-2

Reference yield:

p-Methoxybenzyl bromide (2746-25-0) → (4R,5S)-[(4-methoxybenzyloxy)methyl]-5-chloromethyl-2,2-dimethyl-1,3-dioxolane (118620-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / sodium hydride / tetrahydrofuran / 1 h / 25 °C

2: triphenylphosphine / CCl₄ / Heating

With sodium hydride; triphenylphosphine; In tetrahydrofuran; tetrachloromethane;

DOI:10.1016/0040-4039(88)85274-2

upstream raw materials:

(2S,3S)-4-(p-methoxybenzyloxy)-2,3-(isopropylidenedioxy)-butan-1-ol

2,3-O-isopropylidene-L-threitol

p-Methoxybenzyl bromide

Downstream raw materials:

(R)-6-[1,3]Dioxolan-2-yl-1-(4-methoxy-benzyloxy)-hex-3-yn-2-ol

(R)-1-(4-Methoxy-benzyloxy)-non-8-en-3-yn-2-ol

(1S,2R)-(E)-2-(N-benzyl-4-methylbenzenesulfonylamino)-5-(4-methoxybenzyloxy)-1-(trimethylsilyl)pent-3-enyl (R)-2-methoxy-2-phenylacetate

(1S,2R)-(E)-2-(N-benzyl-4-methylbenzenesulfonylamino)-5-(4-methoxybenzyloxy)-1-(trimethylsilyl)pent-3-enyl (S)-2-methoxy-2-phenylacetate

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