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

Base Information

Chemical Name:1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-4-methyl-L-arabinitol
CAS No.:1620695-20-6
Molecular Formula:C₂₄H₃₆O₃Si
Molecular Weight:400.634
Hs Code.:

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

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

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

There total 5 articles about 1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-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: 85.0%

: 3,4-anhydro-1-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-ethyl-L-arabinitol

: 917-54-4
methyllithium

: 1620695-20-6
1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-4-methyl-L-arabinitol

Guidance literature:: 3,4-anhydro-1-O-[(tert-butyl)diphenylsilyl]-2-deoxy-2-ethyl-L-arabinitol; methyllithium; With copper(l) iodide; In diethyl ether; hexane; at -20 ℃; for 20h;

With sodium periodate; In dichloromethane; at 20 ℃; for 10h; regioselective reaction;
DOI:10.1002/hlca.201300326

Reference yield:

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

: 1620695-20-6
1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-4-methyl-L-arabinitol

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 1620695-20-6
1-O-[(tert-butyl)diphenylsilyl]-2,4-dideoxy-2-ethyl-4-methyl-L-arabinitol

Guidance literature:: Multi-step reaction with 6 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

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