2,2',3,3',4,4'-hexa-O-benzyl-α-D-trehalopyranuronic acid

Base Information

Chemical Name:2,2',3,3',4,4'-hexa-O-benzyl-α-D-trehalopyranuronic acid
CAS No.:827025-76-3
Molecular Formula:C₅₄H₅₄O₁₃
Molecular Weight:911.015
Hs Code.:

Synonyms:2,2',3,3',4,4'-hexa-O-benzyl-α-D-trehalopyranuronic acid

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Chemical Property of 2,2',3,3',4,4'-hexa-O-benzyl-α-D-trehalopyranuronic acid

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Technology Process of 2,2',3,3',4,4'-hexa-O-benzyl-α-D-trehalopyranuronic acid

There total 2 articles about 2,2',3,3',4,4'-hexa-O-benzyl-α-D-trehalopyranuronic acid 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: 79.0%

: 897365-18-3
C₅₄H₅₄O₁₁

: 827025-76-3
2,2',3,3',4,4'-hexa-O-benzyl-α-D-trehalopyranuronic acid

Guidance literature:: With sodium chlorite; sodium dihydrogen phosphate; dihydrogen peroxide; In water; acetonitrile; at 0 - 20 ℃; for 12h;
DOI:10.1016/j.bmc.2004.09.033

Reference yield:

: 125177-97-1,128188-35-2,74501-33-0
[(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-methanol

: 827025-76-3
2,2',3,3',4,4'-hexa-O-benzyl-α-D-trehalopyranuronic acid

Guidance literature:: Multi-step reaction with 2 steps

1: dimethylsulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / -65 - 0 °C

2: 79 percent / sodium chlorite; hydrogen peroxide; sodium dihydrogen phosphate / H₂O; acetonitrile / 12 h / 0 - 20 °C

With sodium chlorite; sodium dihydrogen phosphate; oxalyl dichloride; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; In dichloromethane; water; acetonitrile; 1: Swern oxidation;
DOI:10.1016/j.bmc.2004.09.033

Reference yield: 25.0%

: 827025-76-3
2,2',3,3',4,4'-hexa-O-benzyl-α-D-trehalopyranuronic acid

: 1115-59-9
(S)-alanine ethyl ester hydrochloride

: 827025-80-9
(S)-2-({(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-[(2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-((S)-1-ethoxycarbonyl-ethylcarbamoyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carbonyl}-amino)-propionic acid ethyl ester

Guidance literature:: With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 50 ℃; for 12h;
DOI:10.1016/j.bmc.2004.09.033