(2S,3S,4R)-3-Benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-[(S)-benzyloxy-((S)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-methyl]-5-methoxymethoxy-pentanal

Base Information

Chemical Name:(2S,3S,4R)-3-Benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-[(S)-benzyloxy-((S)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-methyl]-5-methoxymethoxy-pentanal
CAS No.:129163-51-5
Molecular Formula:C₄₀H₄₉BrO₁₀
Molecular Weight:769.727
Hs Code.:

(2S,3S,4R)-3-Benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-[(S)-benzyloxy-((S)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-methyl]-5-methoxymethoxy-pentanal

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Chemical Property of (2S,3S,4R)-3-Benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-[(S)-benzyloxy-((S)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-methyl]-5-methoxymethoxy-pentanal

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Technology Process of (2S,3S,4R)-3-Benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-[(S)-benzyloxy-((S)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-methyl]-5-methoxymethoxy-pentanal

There total 8 articles about (2S,3S,4R)-3-Benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-[(S)-benzyloxy-((S)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-methyl]-5-methoxymethoxy-pentanal 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:

: 129163-49-1
(2S,3S,4S,5R,6R)-3,5-Bis-benzyloxy-6-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-7-methoxymethoxy-2-methyl-4-vinyl-heptane-1,2-diol

: 129163-51-5
(2S,3S,4R)-3-Benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-[(S)-benzyloxy-((S)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-methyl]-5-methoxymethoxy-pentanal

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / toluene; CH₂Cl₂ / 1.) 0 deg C --> room temperature, 2.) 10 min, rt

2: 1.) ozone, 2.) dimethylsulfide / 1.) methanol, dichloromethane, -78 deg C, 10 min, 2.) 0 deg C, 1 h

With pyridine; dimethylsulfide; ozone; In dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)97592-1

Reference yield:

: 129163-48-0
{(2S,3R,4S,5S)-3-Benzyloxy-4-[(1S,2R)-1-benzyloxy-2-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-iodomethyl-2-methyl-tetrahydro-furan-2-yl}-methanol

: 129163-51-5
(2S,3S,4R)-3-Benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-[(S)-benzyloxy-((S)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-methyl]-5-methoxymethoxy-pentanal

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / amalgamated zinc / ethanol / 1 h / Heating

2: pyridine / toluene; CH₂Cl₂ / 1.) 0 deg C --> room temperature, 2.) 10 min, rt

3: 1.) ozone, 2.) dimethylsulfide / 1.) methanol, dichloromethane, -78 deg C, 10 min, 2.) 0 deg C, 1 h

With pyridine; amalgamated zinc; dimethylsulfide; ozone; In ethanol; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)97592-1

Reference yield:

: (3S,4S)-3,4-Bis-benzyloxy-2-[(1S,2R)-1-benzyloxy-2-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(2-ethoxy-ethoxy)-4-methyl-pentanal

: 129163-51-5
(2S,3S,4R)-3-Benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-[(S)-benzyloxy-((S)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-methyl]-5-methoxymethoxy-pentanal

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-butyllithium / 1.) tetrahydrofuran, room temperature, 20 min, 2.) -78 deg C --> room temperature

2: 1.) iodine, sodium bicarbonate, 2.) conc. hydrochloric acid / 1.) acetonitrile, 0 deg C, 10 min, 2.) tetrahydrofuran, 20 min, room temperature

3: 80 percent / amalgamated zinc / ethanol / 1 h / Heating

4: pyridine / toluene; CH₂Cl₂ / 1.) 0 deg C --> room temperature, 2.) 10 min, rt

5: 1.) ozone, 2.) dimethylsulfide / 1.) methanol, dichloromethane, -78 deg C, 10 min, 2.) 0 deg C, 1 h

With pyridine; hydrogenchloride; n-butyllithium; amalgamated zinc; dimethylsulfide; iodine; sodium hydrogencarbonate; ozone; In ethanol; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)97592-1