(2R,3R)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol

Base Information

• Chemical Name: (2R,3R)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol
• CAS No.: 133377-88-5
• Molecular Formula: C₂₀H₃₆O₄Si
• Molecular Weight: 368.589

Synonyms:(2R,3R)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol

Chemical Property of (2R,3R)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol

Chemical Property:

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Technology Process of (2R,3R)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol

There total 3 articles about (2R,3R)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-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)-2-Benzyloxymethoxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-propionaldehyde (133377-92-1) + EtCu*MgBr2 → (2R,3R)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol (133377-88-5) + (2R,3S)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol (133377-90-9)

Guidance literature:

In diethyl ether; at -78 ℃; Yield given. Yields of byproduct given;

DOI:10.1016/0040-4039(91)80872-4

Reference yield:

(R)-2-Benzyloxymethoxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-propionaldehyde (133377-92-1) → (2R,3R)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol (133377-88-5) + (2R,3S)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol (133377-90-9)

Guidance literature:

In diethyl ether; Yield given. Yields of byproduct given; -78 to -30 deg C;

DOI:10.1016/0040-4039(91)80872-4

Reference yield:

ethylmagnesium bromide (925-90-6) + (R)-2-Benzyloxymethoxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-propionaldehyde (133377-92-1) → (2R,3R)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol (133377-88-5) + (2R,3S)-2-Benzyloxymethoxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol (133377-90-9)

Guidance literature:

In diethyl ether; at -78 ℃; Yield given. Yields of byproduct given;

DOI:10.1016/0040-4039(91)80872-4

upstream raw materials:

ethylmagnesium bromide

(R)-2-Benzyloxymethoxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-propionaldehyde

Downstream raw materials:

4-ethyl-5-formyl-2,2-dimethyl-1,3-dioxane

(4R,5R)-4-Ethyl-2,2-dimethyl-[1,3]dioxane-5-carbaldehyde

[(1R,2R)-2-Benzyloxymethoxymethyl-1-ethyl-3-(tetrahydro-pyran-2-yloxy)-propoxy]-tert-butyl-dimethyl-silane

(4R,5R)-5-Benzyloxymethoxymethyl-4-ethyl-2,2-dimethyl-[1,3]dioxane

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