(2R,3S)-2-[(S)-1-Benzyloxymethoxymethyl-2-(4-methoxy-benzyloxymethoxy)-ethyl]-3-methyl-oxirane

Base Information

• Chemical Name: (2R,3S)-2-[(S)-1-Benzyloxymethoxymethyl-2-(4-methoxy-benzyloxymethoxy)-ethyl]-3-methyl-oxirane
• CAS No.: 155781-15-0
• Molecular Formula: C₂₃H₃₀O₆
• Molecular Weight: 402.488

Synonyms:(2R,3S)-2-[(S)-1-Benzyloxymethoxymethyl-2-(4-methoxy-benzyloxymethoxy)-ethyl]-3-methyl-oxirane

Chemical Property of (2R,3S)-2-[(S)-1-Benzyloxymethoxymethyl-2-(4-methoxy-benzyloxymethoxy)-ethyl]-3-methyl-oxirane

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Technology Process of (2R,3S)-2-[(S)-1-Benzyloxymethoxymethyl-2-(4-methoxy-benzyloxymethoxy)-ethyl]-3-methyl-oxirane

There total 1 articles about (2R,3S)-2-[(S)-1-Benzyloxymethoxymethyl-2-(4-methoxy-benzyloxymethoxy)-ethyl]-3-methyl-oxirane 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: 97.0%

Benzyloxymethyl chloride (3587-60-8) + (2S,3R,4S)-2-<(4-methoxybenzyloxymethoxy)methyl>-3,4-epoxypentan-1-ol (159992-96-8) → (2R,3S)-2-[(S)-1-Benzyloxymethoxymethyl-2-(4-methoxy-benzyloxymethoxy)-ethyl]-3-methyl-oxirane (155781-15-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 23h; Ambient temperature;

DOI:10.1016/S0040-4020(01)85080-8

Reference yield: 71.0%

(2R,3S)-2-[(S)-1-Benzyloxymethoxymethyl-2-(4-methoxy-benzyloxymethoxy)-ethyl]-3-methyl-oxirane (155781-15-0) → 4-(4-Methoxy-benzyloxymethoxymethyl)-2-methyl-tetrahydro-furan-3-ol

Guidance literature:

With boron trifluoride diethyl etherate; diisobutylaluminium hydride; In dichloromethane; at -30 ℃; for 1h;

DOI:10.1016/S0040-4020(01)85080-8

Reference yield: 24.0%

(2R,3S)-2-[(S)-1-Benzyloxymethoxymethyl-2-(4-methoxy-benzyloxymethoxy)-ethyl]-3-methyl-oxirane (155781-15-0) → (2S,3S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-pentan-3-ol + (2S,3S,4S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-4-methyl-octan-3-ol

Guidance literature:

With BuCuHLi; Yields of byproduct given;

DOI:10.1016/S0040-4020(01)85080-8

upstream raw materials:

Benzyloxymethyl chloride

(2S,3R,4S)-2-<(4-methoxybenzyloxymethoxy)methyl>-3,4-epoxypentan-1-ol

Downstream raw materials:

(2S,3S,4S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-5-en-3-ol

(S)-2-((4S,5S)-5-Benzyloxymethoxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propan-1-ol

(2R,3S,4S)-2-Benzyloxymethoxymethyl-4-methyl-hex-5-ene-1,3-diol

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