1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-3-O-(4-methoxybenzyl)-4-methyl-L-arabinitol

Base Information

Chemical Name:1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-3-O-(4-methoxybenzyl)-4-methyl-L-arabinitol
CAS No.:1620695-21-7
Molecular Formula:C₃₂H₄₄O₄Si
Molecular Weight:520.784
Hs Code.:

Synonyms:1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-3-O-(4-methoxybenzyl)-4-methyl-L-arabinitol

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Chemical Property of 1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-3-O-(4-methoxybenzyl)-4-methyl-L-arabinitol

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Technology Process of 1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-3-O-(4-methoxybenzyl)-4-methyl-L-arabinitol

There total 8 articles about 1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-3-O-(4-methoxybenzyl)-4-methyl-L-arabinitol 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: 78.0%

: 1-O-[ (tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-3,5-O-(4-methoxybenzylidene)-4-methyl-L-arabinitol

: 1620695-21-7
1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-3-O-(4-methoxybenzyl)-4-methyl-L-arabinitol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -20 - 0 ℃; for 3h;
DOI:10.1002/hlca.201300326

Reference yield:

: 1192050-18-2
(2S,3S)-3-ethylbutane-1,2,4-triol

: 1620695-21-7
1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-3-O-(4-methoxybenzyl)-4-methyl-L-arabinitol

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium periodate; sodium hydrogencarbonate / dichloromethane; water / 10 h / 0 - 20 °C

2.1: dichloromethane / 3 h / 0 - 20 °C

3.1: 1H-imidazole / dichloromethane / 3 h / 0 - 20 °C

4.1: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / -10 - 0 °C

5.1: D-(-)-diisopropyl tartrate; titanium(IV) isopropylate; Cumene hydroperoxide / dichloromethane / 3 h / -20 °C / Molecular sieve

6.1: copper(l) iodide / hexane; diethyl ether / 20 h / -20 °C

6.2: 10 h / 20 °C

7.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 20 °C

8.1: diisobutylaluminium hydride / dichloromethane; hexane / 3 h / -20 - 0 °C

With 1H-imidazole; titanium(IV) isopropylate; sodium periodate; copper(l) iodide; Cumene hydroperoxide; diisobutylaluminium hydride; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; In diethyl ether; hexane; dichloromethane; water; 2.1: |Wittig Olefination / 5.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1002/hlca.201300326

Reference yield:

: 123001-19-4
(-)-Ethyl (4R)-(E)-4-Hydroxymethylhex-2-enoate

: 1620695-21-7
1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-3-O-(4-methoxybenzyl)-4-methyl-L-arabinitol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole / dichloromethane / 3 h / 0 - 20 °C

2.1: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / -10 - 0 °C

3.1: D-(-)-diisopropyl tartrate; titanium(IV) isopropylate; Cumene hydroperoxide / dichloromethane / 3 h / -20 °C / Molecular sieve

4.1: copper(l) iodide / hexane; diethyl ether / 20 h / -20 °C

4.2: 10 h / 20 °C

5.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 20 °C

6.1: diisobutylaluminium hydride / dichloromethane; hexane / 3 h / -20 - 0 °C

With 1H-imidazole; titanium(IV) isopropylate; copper(l) iodide; Cumene hydroperoxide; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; In diethyl ether; hexane; dichloromethane; 3.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1002/hlca.201300326