2-[(1,1-dimethylpent-4-enyl)oxy]ethyl (3R,4R)-4-(benzyloxy)-3-{[(tert-butyl)dimethylsilyl]oxy}pentanoate

Base Information

Chemical Name:2-[(1,1-dimethylpent-4-enyl)oxy]ethyl (3R,4R)-4-(benzyloxy)-3-{[(tert-butyl)dimethylsilyl]oxy}pentanoate
CAS No.:620616-01-5
Molecular Formula:C₂₇H₄₆O₅Si
Molecular Weight:478.745
Hs Code.:

Synonyms:2-[(1,1-dimethylpent-4-enyl)oxy]ethyl (3R,4R)-4-(benzyloxy)-3-{[(tert-butyl)dimethylsilyl]oxy}pentanoate

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Chemical Property of 2-[(1,1-dimethylpent-4-enyl)oxy]ethyl (3R,4R)-4-(benzyloxy)-3-{[(tert-butyl)dimethylsilyl]oxy}pentanoate

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Technology Process of 2-[(1,1-dimethylpent-4-enyl)oxy]ethyl (3R,4R)-4-(benzyloxy)-3-{[(tert-butyl)dimethylsilyl]oxy}pentanoate

There total 6 articles about 2-[(1,1-dimethylpent-4-enyl)oxy]ethyl (3R,4R)-4-(benzyloxy)-3-{[(tert-butyl)dimethylsilyl]oxy}pentanoate 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: 83.0%

: 620615-99-8
2-[(1,1-dimethylpent-4-enyl)oxy]ethanol

: 620615-98-7
(3R,4R)-4-(benzyloxy)-3-{[(tert-butyl)dimethylsilyl]oxy}pentanoic acid

: 620616-01-5
2-[(1,1-dimethylpent-4-enyl)oxy]ethyl (3R,4R)-4-(benzyloxy)-3-{[(tert-butyl)dimethylsilyl]oxy}pentanoate

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In toluene; at 0 ℃; for 0.166667h;
DOI:10.1002/hlca.200390151

Reference yield:

: 20449-21-2
2-(but-3-en-1-yl)-2-methyl-1,3-dioxolane

: 620616-01-5
2-[(1,1-dimethylpent-4-enyl)oxy]ethyl (3R,4R)-4-(benzyloxy)-3-{[(tert-butyl)dimethylsilyl]oxy}pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: heptane; CH₂Cl₂ / 4 h / 0 °C

1.2: 96 percent / Me₃Al / heptane; CH₂Cl₂ / 6 h / Heating

2.1: 83 percent / DMAP; Et₃N; 2,4,6-trichlorobenzoyl chloride / toluene / 0.17 h / 0 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In n-heptane; dichloromethane; toluene; 2.1: Yamaguchi activation;
DOI:10.1002/hlca.200390151

Reference yield:

: 53346-05-7,41954-96-5,81445-44-5,81445-45-6
(R)-2-benzyloxypropanal

: 620616-01-5
2-[(1,1-dimethylpent-4-enyl)oxy]ethyl (3R,4R)-4-(benzyloxy)-3-{[(tert-butyl)dimethylsilyl]oxy}pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / SnCl₄ / CH₂Cl₂ / 2 h / -78 °C

2: 99 percent / 1H-imidazole; DMAP / dimethylformamide; toluene / 4.5 h / 40 °C

3: 93 percent / O₃; Ph₃P / CH₂Cl₂ / 1.5 h / -78 °C

4: 99 percent / 2-methylbut-2-ene; NaClO₂; NaH₂PO₄*H₂O / 2-methyl-propan-2-ol; H₂O / 0.5 h

5: 83 percent / DMAP; Et₃N; 2,4,6-trichlorobenzoyl chloride / toluene / 0.17 h / 0 °C

With 1H-imidazole; dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; tin(IV) chloride; ozone; triethylamine; triphenylphosphine; In dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 5: Yamaguchi activation;
DOI:10.1002/hlca.200390151