(1S,3R)-4-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-butane-1,3-diol

Base Information

Chemical Name:(1S,3R)-4-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-butane-1,3-diol
CAS No.:1336937-59-7
Molecular Formula:C₁₆H₂₄O₅
Molecular Weight:296.364
Hs Code.:

Synonyms:(1S,3R)-4-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-butane-1,3-diol

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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 (1S,3R)-4-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-butane-1,3-diol

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Technology Process of (1S,3R)-4-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-butane-1,3-diol

There total 1 articles about (1S,3R)-4-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-butane-1,3-diol 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: 78.0%

: 1291066-68-6
(1S)-1-((4R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-((2S)-oxiran-2-yl)-ethyl tert-butyldimethyl-silyl ether

: 100-51-6,185532-71-2
benzyl alcohol

: 1336937-59-7
(1S,3R)-4-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-butane-1,3-diol

Guidance literature:: benzyl alcohol; With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; at 20 ℃; for 0.333333h;

(1S)-1-((4R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-((2S)-oxiran-2-yl)-ethyl tert-butyldimethyl-silyl ether; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; at 20 ℃; for 24h;
DOI:10.1039/c1ob05898c

Reference yield: 93.0%

: 1336937-59-7
(1S,3R)-4-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-butane-1,3-diol

: 108-24-7
acetic anhydride

: 1336937-62-2
(1S,3R)-4-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-butane-1,3-diyl diacetate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1039/c1ob05898c

Reference yield:

: 1336937-59-7
(1S,3R)-4-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-butane-1,3-diol

: 1336937-68-8
(2S,4R)-5-(benzyloxy)pentane-1,2,4-triol

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine; dmap / dichloromethane / 1.5 h / 20 °C

2: Er(OTf)2 / dichloromethane / 12 h / 20 °C

3: sodium periodate; silica gel / dichloromethane; water / 2.5 h / 20 °C

4: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / -30 - 20 °C

With pyridine; dmap; sodium periodate; lithium aluminium tetrahydride; Er(OTf)2; silica gel; In tetrahydrofuran; dichloromethane; water;
DOI:10.1039/c1ob05898c