tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate

Base Information

Chemical Name:tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate
CAS No.:186668-51-9
Molecular Formula:C₂₃H₃₁NO₅
Molecular Weight:401.503
Hs Code.:

Synonyms:tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate

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Chemical Property of tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate

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Technology Process of tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate

There total 10 articles about tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate 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: 95.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 186668-50-8
1-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-1-propanone

: 186668-51-9
tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate

Guidance literature:: With zinc; In tetrahydrofuran; Heating;
DOI:10.1021/jo060928v

Reference yield:

: 880767-51-1
4-(2-ethyl[1,3]dioxolan-2-yl)-2-methoxypyridine-3-carbaldehyde

: 186668-51-9
tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / NaBH₄ / propan-2-ol; H₂O / 0.5 h / 0 °C

2.1: LHMDS / tetrahydrofuran / 0.58 h / -78 - 20 °C

2.2: Bu₄NI / tetrahydrofuran / 16 h / 65 °C

2.3: 96 percent / pyrrolidine / tetrahydrofuran / 3.5 h / 20 °C

3.1: 96 percent / PTSA*H₂O / ethanol; H₂O / 6.25 h / 80 °C

4.1: 95 percent / Zn / tetrahydrofuran / Heating

With sodium tetrahydroborate; toluene-4-sulfonic acid; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; ethanol; water; isopropyl alcohol; 4.1: Reformatsky addition;
DOI:10.1021/jo060928v

Reference yield:

: 219832-72-1
4(2-ethyl-1,3-dioxan-2-yl)-3-hydroxymethyl-2-methyoxypyridine

: 186668-51-9
tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: LHMDS / tetrahydrofuran / 0.58 h / -78 - 20 °C

1.2: Bu₄NI / tetrahydrofuran / 16 h / 65 °C

1.3: 96 percent / pyrrolidine / tetrahydrofuran / 3.5 h / 20 °C

2.1: 96 percent / PTSA*H₂O / ethanol; H₂O / 6.25 h / 80 °C

3.1: 95 percent / Zn / tetrahydrofuran / Heating

With toluene-4-sulfonic acid; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; ethanol; water; 3.1: Reformatsky addition;
DOI:10.1021/jo060928v