3,4-Piperidinediol, 5-(hydroxymethyl)-, (3R,4S,5R)-rel- (9CI)

Base Information

• Chemical Name: 3,4-Piperidinediol, 5-(hydroxymethyl)-, (3R,4S,5R)-rel- (9CI)
• CAS No.: 275363-99-0
• Molecular Formula: C₆H₁₃NO₃
• Molecular Weight: 147.174
• Mol file: 275363-99-0.mol

Synonyms:3,4-Piperidinediol, 5-(hydroxymethyl)-, (3R,4S,5R)-rel- (9CI)

Chemical Property of 3,4-Piperidinediol, 5-(hydroxymethyl)-, (3R,4S,5R)-rel- (9CI)

Chemical Property:

• PSA: 72.72000
• LogP: -1.75130

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-Piperidinediol, 5-(hydroxymethyl)-, (3R,4S,5R)-rel- (9CI)

There total 270 articles about 3,4-Piperidinediol, 5-(hydroxymethyl)-, (3R,4S,5R)-rel- (9CI) 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: 99.0%

(3R,4R,5S)-N-tert-butoxycarbonyl-3-(tert-butyldiphenylsilyloxy)-4-hydroxy-5-(hydroxymethyl)piperidine (858614-82-1) → isofagomine (169105-89-9,275363-98-9,275363-86-5,346408-06-8,275363-99-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 1h; Heating;

DOI:10.1021/jo050519j

Reference yield: 98.0%

(3R,4R,5R)-N-tert-butoxycarbonyl-3-benzoyloxy-5-(tert-butyldiphenylsilyloxymethyl)-4-hydroxypiperidine → isofagomine (169105-89-9,275363-98-9,275363-86-5,346408-06-8,275363-99-0)

Guidance literature:

With hydrogenchloride; at 120 ℃; for 12h;

DOI:10.3987/com-07-s(k)58

Reference yield: 95.0%

N-benzyl (+)-isofagomine (215724-77-9) → isofagomine (169105-89-9,275363-98-9,275363-86-5,346408-06-8,275363-99-0)

Guidance literature:

With hydrogen; palladium hydroxide - carbon; In ethanol; for 10h; under 3878.61 Torr;

DOI:10.1016/S0040-4039(00)01553-7

upstream raw materials:

(3R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-piperidine-3,4-diol

N-benzyl (+)-isofagomine

(3R,4R,5R)-3,4-Dihydroxy-5-hydroxymethyl-piperidine-1-carboxylic acid phenyl ester

tert-butyl 3-hydroxymethyl-4,5-epoxypiperidine-1-carboxylate

Downstream raw materials:

(3R,4R,5R)-3-(3,4-Dihydroxy-5-hydroxymethyl-piperidin-1-yl)propionic acid

(3R,4R,5R)-1-benzyl-3-(benzyloxy)-5-(hydroxymethyl)piperdin-4-ol