[(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane

Base Information

• Chemical Name: [(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane
• CAS No.: 356067-95-3
• Molecular Formula: C₃₀H₄₄O₅Si
• Molecular Weight: 512.762

Synonyms:[(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane

Chemical Property of [(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane

Chemical Property:

Purity/Quality:

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Technology Process of [(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane

There total 4 articles about [(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane 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: 77.0%

p-methoxybenzyl chloride (824-94-2) + 3-O-benzyl-6-O-triisopropylsilyl-D-glucal (356067-93-1) → [(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane (356067-95-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)00607-4

Reference yield:

1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose (137915-37-8) → [(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane (356067-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Bu₂SnO / toluene

1.2: Bu₄NI

2.1: 77 percent / NaH / tetrahydrofuran

With sodium hydride; di(n-butyl)tin oxide; In tetrahydrofuran; toluene;

DOI:10.1016/S0040-4039(01)00607-4

Reference yield:

D-glucal (13265-84-4) → [(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane (356067-95-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: imidazole / dimethylformamide

2.1: Bu₂SnO / toluene

2.2: Bu₄NI

3.1: 77 percent / NaH / tetrahydrofuran

With 1H-imidazole; sodium hydride; di(n-butyl)tin oxide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(01)00607-4

upstream raw materials:

p-methoxybenzyl chloride

3-O-benzyl-6-O-triisopropylsilyl-D-glucal

1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose

D-glucal

Downstream raw materials:

methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate

(2S,3S,4R,5R,6R)-4-Benzyloxy-5-hydroxy-3-(4-methoxy-benzyloxy)-6-pent-4-enyloxy-tetrahydro-pyran-2-carboxylic acid methyl ester

methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosid)-uronate

(2S,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-carboxylic acid methyl ester

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