(R)-((4R,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanol

Base Information

• Chemical Name: (R)-((4R,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanol
• CAS No.: 1018750-86-1
• Molecular Formula: C₂₃H₃₈O₄S₂Si
• Molecular Weight: 470.77

Synonyms:(R)-((4R,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanol

Chemical Property of (R)-((4R,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanol

Chemical Property:

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Technology Process of (R)-((4R,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanol

There total 2 articles about (R)-((4R,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanol 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: 94.0%

C30H41NO7S2Si (1018751-43-3) → (R)-((4R,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanol (1018750-86-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1021/jo7025614

Reference yield: 88.0%

((4S,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanone (1018750-70-3) → (R)-((4R,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanol (1018750-86-1) + (S)-((4R,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanol (1018750-78-1)

Guidance literature:

With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1021/jo7025614

Reference yield: 97.0%

(R)-((4R,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanol (1018750-86-1) + chloromethyl methyl ether (107-30-2) → ((R)-(1,3-dithian-2-yl)((4S,5R)-5-((R)-(methoxymethoxy)(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)(tert-butyl)dimethylsilane (1018750-94-1)

Guidance literature:

With dmap; diisopropylamine; In dichloromethane; for 10h; Heating;

DOI:10.1021/jo7025614

upstream raw materials:

C₃₀H₄₁NO₇S₂Si

((4S,5S)-5-((R)-(1,3-dithian-2-yl)(tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(phenyl)methanone

Downstream raw materials:

((R)-(1,3-dithian-2-yl)((4S,5R)-5-((R)-(methoxymethoxy)(phenyl)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)(tert-butyl)dimethylsilane

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