(3S,4R,5R)-tert-butyl 3-acetoxy-4,5-bis(benzyloxy)piperidine-1-carboxylate

Base Information

Chemical Name:(3S,4R,5R)-tert-butyl 3-acetoxy-4,5-bis(benzyloxy)piperidine-1-carboxylate
CAS No.:1369810-82-1
Molecular Formula:C₂₆H₃₃NO₆
Molecular Weight:455.551
Hs Code.:

Synonyms:(3S,4R,5R)-tert-butyl 3-acetoxy-4,5-bis(benzyloxy)piperidine-1-carboxylate

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Chemical Property of (3S,4R,5R)-tert-butyl 3-acetoxy-4,5-bis(benzyloxy)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of (3S,4R,5R)-tert-butyl 3-acetoxy-4,5-bis(benzyloxy)piperidine-1-carboxylate

There total 8 articles about (3S,4R,5R)-tert-butyl 3-acetoxy-4,5-bis(benzyloxy)piperidine-1-carboxylate 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:

: C₂₄H₃₁NO₅

: 108-24-7
acetic anhydride

: 1369810-82-1
(3S,4R,5R)-tert-butyl 3-acetoxy-4,5-bis(benzyloxy)piperidine-1-carboxylate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 4h;
DOI:10.1039/c2ob06851f

Reference yield:

: 1369810-69-4
tert-butyl (3S,4R)-3,4-bis(benzyloxy)-5-hydroxy-2-methylenepentylcarbamate

: 1369810-82-1
(3S,4R,5R)-tert-butyl 3-acetoxy-4,5-bis(benzyloxy)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

2: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C

3: osmium(VIII) oxide; water / acetone; tert-butyl alcohol; 1-methyl-pyrrolidin-2-one / 48 h / 20 °C

4: sodium periodate / methanol / 0 - 20 °C

5: sodium tetrahydroborate / methanol / 0.5 h / 0 - 20 °C

6: triethylamine; dmap / dichloromethane / 4 h / 0 - 20 °C

With dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; potassium tert-butylate; water; triethylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; acetone; tert-butyl alcohol;
DOI:10.1039/c2ob06851f

Reference yield:

: 1369810-80-9
(3R,4R)-tert-butyl 3,4-bis(benzyloxy)-5-oxopiperidine-1-carboxylate

: 1369810-82-1
(3S,4R,5R)-tert-butyl 3-acetoxy-4,5-bis(benzyloxy)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 0.5 h / 0 - 20 °C

2: triethylamine; dmap / dichloromethane / 4 h / 0 - 20 °C

With dmap; sodium tetrahydroborate; triethylamine; In methanol; dichloromethane;
DOI:10.1039/c2ob06851f