D-xylo-Pentodialdo-5,2-furanose, 1-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-4,5-O-(1-Methylethylidene)-,(5S)-

Base Information

• Chemical Name: D-xylo-Pentodialdo-5,2-furanose, 1-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-4,5-O-(1-Methylethylidene)-,(5S)-
• CAS No.: 1103738-30-2
• Molecular Formula: C23H25ClO6
• Molecular Weight: 432.901
• Mol file: 1103738-30-2.mol

Synonyms:D-xylo-Pentodialdo-5,2-furanose, 1-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-4,5-O-(1-Methylethylidene)-,(5S)-;(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-diMethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)Methanone;(4-chloro-3-(4-ethoxybenzyl)phenyl)((5R,6S)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanone;(4-Chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6- hydroxy-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol- 5-yl)methanone

Chemical Property of D-xylo-Pentodialdo-5,2-furanose, 1-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-4,5-O-(1-Methylethylidene)-,(5S)-

Chemical Property:

• Boiling Point: 601.7±55.0 °C(Predicted)
• PKA: 12?+-.0.60(Predicted)
• PSA: 74.22000
• Density: 1.271±0.06 g/cm3(Predicted)
• LogP: 3.74950
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99.9% ^*data from raw suppliers

(4-Chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-xylo-Pentodialdo-5,2-furanose, 1-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-4,5-O-(1-Methylethylidene)-,(5S)-

There total 18 articles about D-xylo-Pentodialdo-5,2-furanose, 1-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-4,5-O-(1-Methylethylidene)-,(5S)- 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: 87.0%

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene (1103738-29-9) + ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone (1103738-19-7) + isopropylmagnesium chloride (1068-55-9) → (4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone (1103738-30-2) + C11H18O5 + (4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5S,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanone

Guidance literature:

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene; isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 6h; Industrial scale;

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone; With tert-butylmagnesium chloride; In tetrahydrofuran; at -10 - -5 ℃; for 6.5h; Industrial scale;

With citric acid; In tetrahydrofuran; water; at 0 - 5 ℃; for 1h; stereoselective reaction; Industrial scale;

DOI:10.1021/acs.oprd.0c00359

Reference yield: 86.3%

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene (461432-23-5) + ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone (1103738-19-7) → (4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone (1103738-30-2)

Guidance literature:

4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene; With n-butyllithium; In tetrahydrofuran; at -80 - -70 ℃; for 1h;

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone; In tetrahydrofuran; at -80 - 0 ℃;

Reference yield: 81.0%

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene (1103738-29-9) + ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone (1103738-19-7) → (4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone (1103738-30-2)

Guidance literature:

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene; With isopropylmagnesium chloride; In tetrahydrofuran; at -5 ℃; for 3h; Industry scale;

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone; With tert-butylmagnesium chloride; In tetrahydrofuran; at -25 - -20 ℃; for 3.68333h; Product distribution / selectivity; Industry scale;

upstream raw materials:

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone

tert-butylmagnesium chloride

2-chloro-5-iodobenzoylchloride

Downstream raw materials:

(3aS,5S,6R,6aS)-5-((R)-(4-chloro-3-(4-ethoxybenzyl)phenyl)(hydroxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

(5R,6R)-5-((S)-1-(4-chloro-3-(4-ethoxybenzyl)phenyl)-1-hydroxyethyl)-2,2-dimethyltetrahydrofuro-[2,3-d][1,3]dioxol-6-ol

(2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(methylsulfanyl)tetrahydro-2-H-pyran-3,4,5-triol

[(2S,3S,4R,5S,6R)-4,5-diacetoxy-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-methylthiotetrahydropyran-3-yl]acetate

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