(2R,4S,5R)-4-((2R,3R)-3-Hydroxymethyl-3-methyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol

Base Information

Chemical Name:(2R,4S,5R)-4-((2R,3R)-3-Hydroxymethyl-3-methyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol
CAS No.:1053720-31-2
Molecular Formula:C₁₅H₂₀O₅
Molecular Weight:280.321
Hs Code.:

Synonyms:(2R,4S,5R)-4-((2R,3R)-3-Hydroxymethyl-3-methyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,4S,5R)-4-((2R,3R)-3-Hydroxymethyl-3-methyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol

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Technology Process of (2R,4S,5R)-4-((2R,3R)-3-Hydroxymethyl-3-methyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol

There total 5 articles about (2R,4S,5R)-4-((2R,3R)-3-Hydroxymethyl-3-methyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-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: 100.0%

: 131310-57-1
{(2R,3R)-3-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2-methyl-oxiranyl}-methanol

: 1053720-31-2
(2R,4S,5R)-4-((2R,3R)-3-Hydroxymethyl-3-methyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ol016355k

Reference yield:

: 1474039-97-8
C₁₅H₂₀O₄

: 1053720-31-2
(2R,4S,5R)-4-((2R,3R)-3-Hydroxymethyl-3-methyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol

Guidance literature:: With Oxone; Shi's ketone; potassium hydroxide; In water; acetonitrile; at -10 ℃;
DOI:10.1055/s-0033-1338503

Reference yield:

: 22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7
2-deoxy-D-ribose

: 1053720-31-2
(2R,4S,5R)-4-((2R,3R)-3-Hydroxymethyl-3-methyl-oxiranylmethyl)-2-phenyl-[1,3]dioxan-5-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 2 h / Reflux; Inert atmosphere

2: trimethyl orthoformate; 10-camphorsufonic acid / dichloromethane / 22 h / 20 °C / Inert atmosphere

3: diisobutylaluminium hydride / dichloromethane; toluene / 1.25 h / -64 - -50 °C / Inert atmosphere

4: Shi's ketone; Oxone; potassium hydroxide / acetonitrile; water / -10 °C

With Oxone; Shi's ketone; 10-camphorsufonic acid; diisobutylaluminium hydride; potassium hydroxide; trimethyl orthoformate; In dichloromethane; water; toluene; acetonitrile; 1: |Wittig Olefination;
DOI:10.1055/s-0033-1338503