(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{4-[2-(benzyl-methyl-amino)-propyl]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{4-[2-(benzyl-methyl-amino)-propyl]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:864160-21-4
Molecular Formula:C₃₀H₃₇NO₁₀
Molecular Weight:571.624
Hs Code.:

Synonyms:(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{4-[2-(benzyl-methyl-amino)-propyl]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{4-[2-(benzyl-methyl-amino)-propyl]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{4-[2-(benzyl-methyl-amino)-propyl]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 13 articles about (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{4-[2-(benzyl-methyl-amino)-propyl]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester 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: 97.0%

: 87182-32-9
1-(4-hydroxyphenyl)-2-N-benzyl-N-methylaminopropane

: 92420-89-8
methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate

: 864160-21-4
(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{4-[2-(benzyl-methyl-amino)-propyl]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: 1-(4-hydroxyphenyl)-2-N-benzyl-N-methylaminopropane; methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate; In dichloromethane; at 20 ℃; for 0.166667h;

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1248/cpb.53.684

Reference yield:

: 63-29-6,487-44-5,575-64-4,14362-29-9,18281-92-0,26623-21-2
D-glucurono-6,3-lactone

: 864160-21-4
(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{4-[2-(benzyl-methyl-amino)-propyl]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Et₃N / 2 h / 20 °C

2.1: 6.43 g / pyridine / 120 h

3.1: 99 percent / Bu₃SnOMe / 1,2-dichloro-ethane / 2 h / 90 °C

4.1: K₂CO₃; molecular sieves 3A / CH₂Cl₂ / 0.42 h / 0 °C

4.2: 75 percent / CH₂Cl₂ / 2 h / 0 °C

5.1: CH₂Cl₂ / 0.17 h / 20 °C

5.2: 97 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / 20 °C

With pyridine; 3 A molecular sieve; tributyltin methoxide; potassium carbonate; triethylamine; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1248/cpb.53.684

Reference yield:

: 82228-14-6
methyl D-glucopyranuronate

: 864160-21-4
(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{4-[2-(benzyl-methyl-amino)-propyl]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 6.43 g / pyridine / 120 h

2.1: 99 percent / Bu₃SnOMe / 1,2-dichloro-ethane / 2 h / 90 °C

3.1: K₂CO₃; molecular sieves 3A / CH₂Cl₂ / 0.42 h / 0 °C

3.2: 75 percent / CH₂Cl₂ / 2 h / 0 °C

4.1: CH₂Cl₂ / 0.17 h / 20 °C

4.2: 97 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / 20 °C

With pyridine; 3 A molecular sieve; tributyltin methoxide; potassium carbonate; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1248/cpb.53.684