Tert-butyl 3-hydroxy-4-(hydroxymethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-hydroxy-4-(hydroxymethyl)piperidine-1-carboxylate
• CAS No.: 220218-58-6
• Molecular Formula: C₁₁H₂₁NO₄
• Molecular Weight: 231.292
• DSSTox Substance ID: DTXSID001158248
• Mol file: 220218-58-6.mol

Synonyms:tert-butyl 3-hydroxy-4-(hydroxymethyl)piperidine-1-carboxylate;220218-58-6;SCHEMBL651970;tert-butyl (3R,4S)-3-hydroxy-4-(hydroxymethyl)piperidine-1-carboxylate;tert-butyl (3S,4R)-3-hydroxy-4-(hydroxymethyl)piperidine-1-carboxylate;trans-3-hydroxy-4-hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester;ULXATPSIGBJTPI-UHFFFAOYSA-N;DTXSID001158248;2920219-85-6;VIA21858;MFCD24466898;AKOS023566665;SB22751;AS-71414;1-Boc-3-hydroxy-4-(hydroxymethyl)piperidine;CS-0047373;EN300-6943060;1-tert-butoxycarbonyl-3-hydroxy-4-hydroxymethylpiperidine;tert-butyl3-hydroxy-4-(hydroxymethyl)piperidine-1-carboxylate;1,1-Dimethylethyl 3-hydroxy-4-(hydroxymethyl)-1-piperidinecarboxylate;3-hydroxy-4-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 3-hydroxy-4-(hydroxymethyl)piperidine-1-carboxylate

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 231.14705815
• Heavy Atom Count: 16
• Complexity: 249

Purity/Quality:

97% ^*data from raw suppliers

Tert-Butyl3-Hydroxy-4-(hydroxymethyl)piperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(C(C1)O)CO

Technology Process of Tert-butyl 3-hydroxy-4-(hydroxymethyl)piperidine-1-carboxylate

There total 4 articles about Tert-butyl 3-hydroxy-4-(hydroxymethyl)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: 86.0%

ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate (71233-25-5) → tert-butyl 3-hydroxy-4-(hydroxymethyl)-1-piperidinecarboxylate (220218-58-6,219975-81-2,1260593-54-1)

Guidance literature:

With sodium borohydrid; In methanol; water;

Reference yield:

4-(hydroxymethyl)piperidin-3-ol (220218-57-5,195628-18-3) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 3-hydroxy-4-(hydroxymethyl)-1-piperidinecarboxylate (220218-58-6,219975-81-2,1260593-54-1)

Guidance literature:

In N-methyl-acetamide;

Reference yield:

ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride (52763-21-0) → tert-butyl 3-hydroxy-4-(hydroxymethyl)-1-piperidinecarboxylate (220218-58-6,219975-81-2,1260593-54-1)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C

2: NaBH₄

With sodium tetrahydroborate; hydrogen; palladium on activated charcoal;

upstream raw materials:

ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate

ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride

ethyl 3-oxopiperidine-4-carboxylate

4-(hydroxymethyl)piperidin-3-ol