(2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

Base Information

• Chemical Name: (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde
• CAS No.: 1125483-09-1
• Molecular Formula: C₃₁H₃₄O₈
• Molecular Weight: 534.606

Synonyms:(2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

Chemical Property of (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

Chemical Property:

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Technology Process of (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

There total 3 articles about (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde 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: 40.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 1,5-anhydro-2-deoxy-3,4,6-tri-O-(4-methoxybenzyl)-D-arabino-hex-1-enitol (219932-11-3) → (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde (1125483-09-1)

Guidance literature:

With ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate; In diethyl ether; at 21 ℃; for 18h;

DOI:10.1021/acs.joc.8b01006

Reference yield:

D-glucal (13265-84-4) → (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde (1125483-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

1.2: 6 h / 20 °C

2.1: trichlorophosphate / 10 h / 0 - 20 °C

With sodium hydride; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1021/jm5009693

Reference yield:

p-methoxybenzyl chloride (824-94-2) → (2R,3S,4R)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde (1125483-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

1.2: 6 h / 20 °C

2.1: trichlorophosphate / 10 h / 0 - 20 °C

With sodium hydride; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1021/jm5009693

upstream raw materials:

D-glucal

p-methoxybenzyl chloride

N,N-dimethyl-formamide

1,5-anhydro-2-deoxy-3,4,6-tri-O-(4-methoxybenzyl)-D-arabino-hex-1-enitol

Downstream raw materials:

C₃₇H₃₈O₁₀

C₄₀H₃₈O₁₀

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