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

Base Information

• Chemical Name: (R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentan-1-ol
• CAS No.: 115378-47-7
• Molecular Formula: C₂₀H₃₂O₆
• Molecular Weight: 368.47
• Mol file: 115378-47-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about (R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentan-1-ol 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:

(R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentanal (115378-46-6) → (R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentan-1-ol (115378-47-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 0.166667h; Yield given;

DOI:10.1016/S0040-4020(01)81517-9

Reference yield:

(4R,5R)-2-((R)-2-Benzyloxy-1,1-dimethyl-pent-4-enyl)-4,5-bis-methoxymethyl-[1,3]dioxolane (115378-45-5) → (R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentan-1-ol (115378-47-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: NaBH₄ / ethanol / 0 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; In diethyl ether; ethanol; water;

DOI:10.1246/cl.1987.2097

Reference yield:

(4R,5R)-4,5-bis(methoxymethyl)-2-<(R)-2-hydroxy-1,1-dimethyl-4-pentenyl>-1,3-dioxolane (115378-44-4) → (R)-3-Benzyloxy-4-((4R,5R)-4,5-bis-methoxymethyl-[1,3]dioxolan-2-yl)-4-methyl-pentan-1-ol (115378-47-7)

Guidance literature:

Multi-step reaction with 3 steps

1: tAmONa / dimethylsulfoxide / Ambient temperature

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

3: NaBH₄ / ethanol / 0 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; sodium tert-pentoxide; In diethyl ether; ethanol; water; dimethyl sulfoxide;

DOI:10.1246/cl.1987.2097

upstream raw materials:

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

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

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

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

Downstream raw materials:

(4R,5R)-2-((R)-2,4-Bis-benzyloxy-1,1-dimethyl-butyl)-4,5-bis-methoxymethyl-[1,3]dioxolane

(R)-6,8-bis(benzyloxy)-5,5-dimethyl-1-octen-4-one

(R)-6,8-Bis-benzyloxy-5,5-dimethyl-oct-1-en-4-ol