(2S,3R,6S)-6-allyl-3-(benzyloxy)-1-[(benzyloxy)carbonyl]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}piperidine

Base Information

Chemical Name:(2S,3R,6S)-6-allyl-3-(benzyloxy)-1-[(benzyloxy)carbonyl]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}piperidine
CAS No.:386761-67-7
Molecular Formula:C₄₀H₄₇NO₄Si
Molecular Weight:633.903
Hs Code.:

Synonyms:(2S,3R,6S)-6-allyl-3-(benzyloxy)-1-[(benzyloxy)carbonyl]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}piperidine

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Chemical Property of (2S,3R,6S)-6-allyl-3-(benzyloxy)-1-[(benzyloxy)carbonyl]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}piperidine

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Technology Process of (2S,3R,6S)-6-allyl-3-(benzyloxy)-1-[(benzyloxy)carbonyl]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}piperidine

There total 6 articles about (2S,3R,6S)-6-allyl-3-(benzyloxy)-1-[(benzyloxy)carbonyl]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}piperidine 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: 100.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 386761-66-6
(2S,3R,6S)-6-allyl-3-(benzyloxy)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}piperidine

: 386761-67-7
(2S,3R,6S)-6-allyl-3-(benzyloxy)-1-[(benzyloxy)carbonyl]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}piperidine

Guidance literature:: With sodium carbonate; In dichloromethane;
DOI:10.1055/s-2001-17461

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 386761-67-7
(2S,3R,6S)-6-allyl-3-(benzyloxy)-1-[(benzyloxy)carbonyl]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}piperidine

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / imidazole / CH₂Cl₂ / 20 °C

2: 98 percent / DMAP; pyridine / 2.5 h / 0 - 20 °C

3: 89 percent / PPh₃ / tetrahydrofuran; H₂O / 12 h / 50 °C

4: 88 percent / Et₃N / methanol / 8 h / Heating

5: 100 percent / Na₂CO₃ / CH₂Cl₂; H₂O / 20 °C

With pyridine; 1H-imidazole; dmap; sodium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo010653d

Reference yield:

: 386761-63-3
(2R,3R,6S)-6-azido-3-(benzyloxy)-1-[(tert-butyldiphenylsilyl)oxy]non-8-ene-2-ol

: 386761-67-7
(2S,3R,6S)-6-allyl-3-(benzyloxy)-1-[(benzyloxy)carbonyl]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}piperidine

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / DMAP; pyridine / 2.5 h / 0 - 20 °C

2: 89 percent / PPh₃ / tetrahydrofuran; H₂O / 12 h / 50 °C

3: 88 percent / Et₃N / methanol / 8 h / Heating

4: 100 percent / Na₂CO₃ / CH₂Cl₂; H₂O / 20 °C

With pyridine; dmap; sodium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo010653d