(2S)-1-[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]pyrrolidine-2-carboxylic acid (non-preferred name)

Base Information

• Chemical Name: (2S)-1-[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]pyrrolidine-2-carboxylic acid (non-preferred name)
• CAS No.: 61480-96-4
• Molecular Formula: C₁₁H₁₉NO₇
• Molecular Weight: 277.274
• Mol file: 61480-96-4.mol

Synonyms:

Chemical Property of (2S)-1-[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]pyrrolidine-2-carboxylic acid (non-preferred name)

Chemical Property:

• Vapor Pressure: 3E-18mmHg at 25°C
• Boiling Point: 625.1°Cat760mmHg
• Flash Point: 331.9°C
• Density: 1.507g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-1-[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]pyrrolidine-2-carboxylic acid (non-preferred name)

There total 5 articles about (2S)-1-[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]pyrrolidine-2-carboxylic acid (non-preferred name) 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: 39.0%

D-glucose (50-99-7) → N-(1-deoxy-D-fructos-1-yl)-L-proline (29118-61-4,215376-79-7,61480-96-4)

Guidance literature:

In methanol; Reflux;

DOI:10.1016/j.carres.2020.107985

Reference yield:

L-Cysteine (52-90-4) + D-glucose (50-99-7) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → C9H17NO7S + C11H19NO7 (61480-96-4)

Guidance literature:

In water; at 95 ℃; for 2.5h;

Reference yield:

D-Galactose (10257-28-0) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-(1-deoxy-D-tagatos-1-yl)-L-proline + N-(1-deoxy-D-tagatos-1-yl)-L-proline + N-(1-deoxy-D-tagatos-1-yl)-L-proline (215376-79-7,61480-96-4)

Guidance literature:

With zinc diacetate; acetic acid; In methanol; for 6h; Overall yield = 73 %; Overall yield = 2.02 g; Reflux;

DOI:10.1016/j.tetlet.2018.06.050

upstream raw materials:

D-glucose

L-proline

L-Cysteine

D-Galactose

Refernces

• 1、 Chanda, Debasree,Harohally, Nanishankar V.. "Revisiting Amadori and Heyns synthesis: Critical percentage of acyclic form play the trick in addition to catalyst". supporting information. p. 2983 - 2988. Retrieved 2018/06/29.
• 2、 -. "MAILLARD REACTION COMPOUNDS OF CYSTEINE AND A SUGAR HAVING MEATLIKE FLAVOUR". Page/Page column 8. . Retrieved 2008/06/13.