(2R,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methyl-heptadecylbenzyl ether

Base Information

Chemical Name:(2R,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methyl-heptadecylbenzyl ether
CAS No.:851981-58-3
Molecular Formula:C₂₆H₄₆O₃
Molecular Weight:406.649
Hs Code.:

Synonyms:(2R,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methyl-heptadecylbenzyl ether

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Chemical Property of (2R,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methyl-heptadecylbenzyl ether

Chemical Property:

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Technology Process of (2R,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methyl-heptadecylbenzyl ether

There total 9 articles about (2R,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methyl-heptadecylbenzyl ether 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: 86.0%

: 851981-57-2
5-C-dodecyl-3-C-[(R)-β-(benzyloxy-methyl)-ethyl]-3,5-di-deoxy-D-ribofuranose

: 851981-58-3
(2R,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methyl-heptadecylbenzyl ether

Guidance literature:: 5-C-dodecyl-3-C-[(R)-β-(benzyloxy-methyl)-ethyl]-3,5-di-deoxy-D-ribofuranose; With periodic acid; In tetrahydrofuran; at 22 ℃; for 1h;

With lithium aluminium tetrahydride; In diethyl ether; at 22 ℃; for 1h;
DOI:10.1002/ejoc.200400653

Reference yield:

: 54208-04-7
dodecylidenetriphenylphosphorane

: 851981-58-3
(2R,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methyl-heptadecylbenzyl ether

Guidance literature:: Multi-step reaction with 8 steps

1.1: 6.60 g / tetrahydrofuran / 14 h / 22 °C

2.1: 98 percent / H₂ / Pd/C / methanol; ethyl acetate / 22 °C / 1500.12 Torr

3.1: lithium diisopropylamide / tetrahydrofuran / 3 h / -50 °C

3.2: 96 percent / tetrahydrofuran / -78 - 20 °C

4.1: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 22 °C

5.1: sodium hydride / dimethylformamide / 1 h / 80 - 100 °C

5.2: 81 percent / dimethylformamide / 12 h / 22 °C

6.1: 83 percent / BF₃*Et₂O / CH₂Cl₂ / 5 h / 22 °C

7.1: 91 percent / sodium methoxide / methanol / 3 h / 22 °C

8.1: orthoperiodic acid / tetrahydrofuran / 1 h / 22 °C

8.2: 86 percent / lithium aluminum hydride / diethyl ether / 1 h / 22 °C

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydrogen; sodium methylate; sodium hydride; periodic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200400653

Reference yield:

: 15510-55-1
dodecyltriphenylphosphonium bromide

: 851981-58-3
(2R,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methyl-heptadecylbenzyl ether

Guidance literature:: Multi-step reaction with 9 steps

1.1: lithium hexamethyldisilazide / tetrahydrofuran

2.1: 6.60 g / tetrahydrofuran / 14 h / 22 °C

3.1: 98 percent / H₂ / Pd/C / methanol; ethyl acetate / 22 °C / 1500.12 Torr

4.1: lithium diisopropylamide / tetrahydrofuran / 3 h / -50 °C

4.2: 96 percent / tetrahydrofuran / -78 - 20 °C

5.1: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 22 °C

6.1: sodium hydride / dimethylformamide / 1 h / 80 - 100 °C

6.2: 81 percent / dimethylformamide / 12 h / 22 °C

7.1: 83 percent / BF₃*Et₂O / CH₂Cl₂ / 5 h / 22 °C

8.1: 91 percent / sodium methoxide / methanol / 3 h / 22 °C

9.1: orthoperiodic acid / tetrahydrofuran / 1 h / 22 °C

9.2: 86 percent / lithium aluminum hydride / diethyl ether / 1 h / 22 °C

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydrogen; sodium methylate; sodium hydride; periodic acid; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200400653