(R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentanal

Base Information

Chemical Name:(R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentanal
CAS No.:115378-46-6
Molecular Formula:C₂₀H₃₀O₆
Molecular Weight:366.455
Hs Code.:

Synonyms:(R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentanal

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Chemical Property of (R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentanal

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Technology Process of (R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentanal

There total 10 articles about (R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentanal 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:

: 115378-44-4
(4R,5R)-4,5-bis(methoxymethyl)-2-<(R)-2-hydroxy-1,1-dimethyl-4-pentenyl>-1,3-dioxolane

: 115378-46-6
(R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentanal

Guidance literature:: Multi-step reaction with 2 steps

1: tAmONa / dimethylsulfoxide / Ambient temperature

2: OsO₄, NaIO₄ / diethyl ether; H₂O / Ambient temperature

With sodium periodate; osmium(VIII) oxide; sodium tert-pentoxide; In diethyl ether; water; dimethyl sulfoxide;
DOI:10.1246/cl.1987.2097

Reference yield:

: 115378-45-5
(4R,5R)-2-((R)-2-Benzyloxy-1,1-dimethyl-pent-4-enyl)-4,5-bis-methoxymethyl-[1,3]dioxolane

: 115378-46-6
(R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentanal

Guidance literature:: With sodium periodate; osmium(VIII) oxide; Multistep reaction; 1) ether, H₂O, room temperature, 30 min, 2) room temperature, 30 h;
DOI:10.1016/S0040-4020(01)81517-9

Reference yield:

: 33507-82-3
(+)-(2R,3R)-1,4-dimethoxy-2,3-butanediol

: 115378-46-6
(R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentanal

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / p-TsOH*H₂O / benzene / 0.17 h / Heating

2: 85 percent / Na, liq. NH₃ / diethyl ether / 0.5 h / -78 °C

3: 97 percent / Jones reagent / acetone / 0.5 h / 0 °C

4: 1) LiBr, 2) LiAlH₄ / 1) toluene, ether, -78 deg C, 1 h, 2) -78 deg C, 2 h

5: NaO-t-Am / dimethylsulfoxide / 2 h / Ambient temperature

6: 1) OsO₄, 2) NaIO₄ / 1) ether, H₂O, room temperature, 30 min, 2) room temperature, 30 h

With sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; jones reagent; ammonia; sodium; sodium tert-pentoxide; toluene-4-sulfonic acid; lithium bromide; In diethyl ether; dimethyl sulfoxide; acetone; benzene;
DOI:10.1016/S0040-4020(01)81517-9