(((2R,3R)-2,3-bis(benzyloxy)pent-4-yn-1-yl)oxy)(tert-butyl)dimethylsilane

Base Information

• Chemical Name: (((2R,3R)-2,3-bis(benzyloxy)pent-4-yn-1-yl)oxy)(tert-butyl)dimethylsilane
• CAS No.: 171863-59-5
• Molecular Formula: C₂₅H₃₄O₃Si
• Molecular Weight: 410.629

Synonyms:(((2R,3R)-2,3-bis(benzyloxy)pent-4-yn-1-yl)oxy)(tert-butyl)dimethylsilane

Chemical Property of (((2R,3R)-2,3-bis(benzyloxy)pent-4-yn-1-yl)oxy)(tert-butyl)dimethylsilane

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Technology Process of (((2R,3R)-2,3-bis(benzyloxy)pent-4-yn-1-yl)oxy)(tert-butyl)dimethylsilane

There total 10 articles about (((2R,3R)-2,3-bis(benzyloxy)pent-4-yn-1-yl)oxy)(tert-butyl)dimethylsilane 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: 96.0%

(3R,4R)-3,4-dibenzyloxy-1,1-dibromo-5-tert-butyldimethylsilyloxypent-1-ene (171863-58-4) → (((2R,3R)-2,3-bis(benzyloxy)pent-4-yn-1-yl)oxy)(tert-butyl)dimethylsilane (171863-59-5)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at 0 ℃; for 0.25h;

DOI:10.1039/P19950002849

Reference yield: 71.0%

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) + (2S,3R)-2,3-bis(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)butanal (162630-99-1) → (((2R,3R)-2,3-bis(benzyloxy)pent-4-yn-1-yl)oxy)(tert-butyl)dimethylsilane (171863-59-5)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 4h;

DOI:10.1021/acs.orglett.6b02509

Reference yield: 65.0%

(2S,3R)-2,3-bis(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)butanal (162630-99-1) → (((2R,3R)-2,3-bis(benzyloxy)pent-4-yn-1-yl)oxy)(tert-butyl)dimethylsilane (171863-59-5)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.jfluchem.2011.02.015

upstream raw materials:

(3R,4R)-3,4-dibenzyloxy-1,1-dibromo-5-tert-butyldimethylsilyloxypent-1-ene

benzyl bromide

(2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-butanediol

(2R,3R)-2,3-bis(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)butan-1-ol

Downstream raw materials:

(5R,6R)-5,6-dibenzyloxy-6-tert-butyldimethylsilyloxy-2-methylhept-3-yn-2-ol

rac-(2R,3R)-2,3-bis(benzyloxy)pent-4-yn-1-ol

(2S,3R)-2,3-bis(benzyloxy)pent-4-ynal

(2R,3R,4R)-3,4-bis(O-benzyl)-1,1-difluoro-1-(phenylselanyl)-hex-5-yn-2,3,4-triol

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