(2S,6R)-6-(tert-butyldimethylsilanyloxymethyl)-5-(p-nitrobenzoyloxy)-5,6-dihydro-2H-pyran-2-yl benzoate

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Chemical Name:(2S,6R)-6-(tert-butyldimethylsilanyloxymethyl)-5-(p-nitrobenzoyloxy)-5,6-dihydro-2H-pyran-2-yl benzoate
CAS No.:222986-47-2
Molecular Formula:C₂₄H₃₅NO₈Si
Molecular Weight:493.629
Hs Code.:

Synonyms:(2S,6R)-6-(tert-butyldimethylsilanyloxymethyl)-5-(p-nitrobenzoyloxy)-5,6-dihydro-2H-pyran-2-yl benzoate

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Chemical Property of (2S,6R)-6-(tert-butyldimethylsilanyloxymethyl)-5-(p-nitrobenzoyloxy)-5,6-dihydro-2H-pyran-2-yl benzoate

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Technology Process of (2S,6R)-6-(tert-butyldimethylsilanyloxymethyl)-5-(p-nitrobenzoyloxy)-5,6-dihydro-2H-pyran-2-yl benzoate

There total 10 articles about (2S,6R)-6-(tert-butyldimethylsilanyloxymethyl)-5-(p-nitrobenzoyloxy)-5,6-dihydro-2H-pyran-2-yl benzoate 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: 65.0%

: 222986-46-1
(2S,5S,6R)-6-(tert-butyldimethylsilanyloxymethyl)-5-hydroxy-5,6-dihydro-2H-pyran-2-yl pivalate

: 62-23-7
4-nitro-benzoic acid

: 222986-47-2
(2S,6R)-6-(tert-butyldimethylsilanyloxymethyl)-5-(p-nitrobenzoyloxy)-5,6-dihydro-2H-pyran-2-yl benzoate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 12h;
DOI:10.1016/S0008-6215(00)00031-8

Reference yield:

: 1487-18-9
(furan-2-yl)ethylene

: 222986-47-2
(2S,6R)-6-(tert-butyldimethylsilanyloxymethyl)-5-(p-nitrobenzoyloxy)-5,6-dihydro-2H-pyran-2-yl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: AD-mix-α

2.1: triethylamine

3.1: N-bromosuccinimide; water

3.2: triethylamine

3.3: sodium borohydride; cerium(III) chloride

4.1: diethyl azodicarboxylate; triphenylphosphine

With AD-mix-α; N-Bromosuccinimide; water; triethylamine; triphenylphosphine; diethylazodicarboxylate; 1.1: Sharpless asymmetric dihydroxylation / 5.1: Mitsunobu reaction;
DOI:10.1021/ol025844x

Reference yield:

: 14086-08-9
(R)-2-(2-furyl)-1,2-ethanediol

: 222986-47-2
(2S,6R)-6-(tert-butyldimethylsilanyloxymethyl)-5-(p-nitrobenzoyloxy)-5,6-dihydro-2H-pyran-2-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine

2.1: N-bromosuccinimide; water

2.2: triethylamine

2.3: sodium borohydride; cerium(III) chloride

3.1: diethyl azodicarboxylate; triphenylphosphine

With N-Bromosuccinimide; water; triethylamine; triphenylphosphine; diethylazodicarboxylate; 3.1: Mitsunobu reaction;
DOI:10.1021/ol025844x