{(2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydro-pyran-2-yl}-methanol

Base Information

Chemical Name:{(2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydro-pyran-2-yl}-methanol
CAS No.:1402225-43-7
Molecular Formula:C₄₄H₄₆O₇
Molecular Weight:686.845
Hs Code.:

Synonyms:{(2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydro-pyran-2-yl}-methanol

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Chemical Property of {(2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydro-pyran-2-yl}-methanol

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Technology Process of {(2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydro-pyran-2-yl}-methanol

There total 9 articles about {(2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydro-pyran-2-yl}-methanol 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:

: 1402225-42-6
6-[2-ethyl-5-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-trityloxymethyl-tetrahydropyran-2-yl)-benzyl]-2,3-dihydro-benzo[1,4]dioxine

: 1402225-43-7
{(2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: With aluminum (III) chloride; In diethyl ether; dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield:

: 1261570-98-2
2-bromo-5-iodobenzoyl chloride

: 1402225-43-7
{(2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: Multi-step reaction with 10 steps

1.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C

2.1: trifluoroacetic acid; trifluorormethanesulfonic acid; triethylsilane / 0.42 h / 20 °C

3.1: n-butyllithium / toluene; hexane; tetrahydrofuran / 1 h / -78 °C

3.2: 1 h / -78 °C

3.3: 16 h / 20 °C

4.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 4 h / 10 °C

5.1: dmap; pyridine / dichloromethane / 2 h / 20 °C

6.1: tricyclohexylphosphine; potassium phosphate / toluene; water / 0.75 h

6.2: Reflux

7.1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol

8.1: dmap; pyridine / 16 h / 20 - 80 °C

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 0 - 20 °C

9.2: 0 - 20 °C

10.1: aluminum (III) chloride / dichloromethane; diethyl ether / 2 h / 0 - 20 °C

With pyridine; triethylsilane; dmap; aluminum (III) chloride; potassium phosphate; n-butyllithium; lithium hydroxide monohydrate; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; sodium hydride; trifluoroacetic acid; tricyclohexylphosphine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;

Reference yield:

: 1291094-64-8
(2-bromo-5-iodophenyl)-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone

: 1402225-43-7
{(2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: Multi-step reaction with 9 steps

1.1: trifluoroacetic acid; trifluorormethanesulfonic acid; triethylsilane / 0.42 h / 20 °C

2.1: n-butyllithium / toluene; hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 1 h / -78 °C

2.3: 16 h / 20 °C

3.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 4 h / 10 °C

4.1: dmap; pyridine / dichloromethane / 2 h / 20 °C

5.1: tricyclohexylphosphine; potassium phosphate / toluene; water / 0.75 h

5.2: Reflux

6.1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol

7.1: dmap; pyridine / 16 h / 20 - 80 °C

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 0 - 20 °C

8.2: 0 - 20 °C

9.1: aluminum (III) chloride / dichloromethane; diethyl ether / 2 h / 0 - 20 °C

With pyridine; triethylsilane; dmap; aluminum (III) chloride; potassium phosphate; n-butyllithium; lithium hydroxide monohydrate; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; sodium hydride; trifluoroacetic acid; tricyclohexylphosphine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;