methyl 5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzoate

Base Information

Chemical Name:methyl 5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzoate
CAS No.:1204220-89-2
Molecular Formula:C₅₁H₅₁ClO₇
Molecular Weight:811.415
Hs Code.:

Synonyms:methyl 5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzoate

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Chemical Property of methyl 5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzoate

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Technology Process of methyl 5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzoate

There total 6 articles about methyl 5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzoate 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:

: 67-56-1
methanol

: 1204220-87-0
5-chloro-4-(4-ethylbenzyl)-2-[(2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl]benzoic acid

: 1204220-89-2
methyl 5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzoate

Guidance literature:: With thionyl chloride; at 0 ℃; Reflux;

Reference yield:

: 1204220-77-8
4-bromo-1-chloro-2-(4-cyclopropylbenzyl)benzene

: 1204220-89-2
methyl 5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.67 h / -78 - -70 °C / Inert atmosphere

1.2: -65 °C

2.1: Et₃SiD; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / -30 - -20 °C

3.1: Dess-Martin periodane / dichloromethane / 2 h / 0 °C

4.1: sodium perchlorate; dihydrogen peroxide / water; tert-butyl alcohol / 20 °C

5.1: thionyl chloride / 0 °C / Reflux

With n-butyllithium; thionyl chloride; Et₃SiD; boron trifluoride diethyl etherate; sodium perchlorate; dihydrogen peroxide; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol;

Reference yield:

: 1204220-79-0
(2S,3R,4R,5S,6R)-2-methoxy-2-(4-chloro-3-(4-cyclopropylbenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 1204220-89-2
methyl 5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃SiD; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / -30 - -20 °C

2: Dess-Martin periodane / dichloromethane / 2 h / 0 °C

3: sodium perchlorate; dihydrogen peroxide / water; tert-butyl alcohol / 20 °C

4: thionyl chloride / 0 °C / Reflux

With thionyl chloride; Et₃SiD; boron trifluoride diethyl etherate; sodium perchlorate; dihydrogen peroxide; Dess-Martin periodane; In dichloromethane; water; acetonitrile; tert-butyl alcohol;