(2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhexanal

Base Information

• Chemical Name: (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhexanal
• CAS No.: 3371-50-4
• Molecular Formula: C₁₈H₃₂O₁₆
• Molecular Weight: 504.442
• Hs Code.: 29400090
• Mol file: 3371-50-4.mol

Synonyms:(2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhexanal;L3L3XYP7MP;O-alpha-D-Glucopyranosyl-(1.6)-O-alpha-D-glucopyranosyl-(1.6)-D-glucose;UNII-L3L3XYP7MP

Chemical Property of (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhexanal

Chemical Property:

• Appearance/Colour: Lyophilized powder
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.651
• Boiling Point: 856.6 °C at 760 mmHg
• Flash Point: 471.9 °C
• PSA: 268.68000
• Density: 1.8 g/cm³
• LogP: -7.57300
• Storage Temp.: room temp
• Solubility.: DMSO (Slightly), Water (Slightly)
• Water Solubility.: Soluble in water
• XLogP3: -7.2
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 11
• Exact Mass: 504.16903493
• Heavy Atom Count: 34
• Complexity: 625

Purity/Quality:

98%, ^*data from raw suppliers

Isomaltotriose ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC(C(C(C(C=O)O)O)O)O)O)O)O)O)O)O)O
• Isomeric SMILES: C([C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)OC[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O)O)O)O)O)O)O)O
• Uses: Isomaltotriose is used as pharmaceutical intermediate.

Technology Process of (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhexanal

There total 9 articles about (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhexanal 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: 78.0%

(3R,4S,5S,6R)-6-[(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-tetrahydro-pyran-2,3,4,5-tetraol → O-β-D-glucopyranosyl-(1<*>6)-O-β-D-glucopyranosyl-(1<*>6)-D-glucopyranose (455-50-5,499-39-8,1062-56-2,3351-64-2,3803-95-0,7694-39-5,25193-56-0,52485-15-1,52485-16-2,76419-51-7,77449-15-1,89253-88-3,89254-75-1,95463-58-4,102046-26-4,130790-69-1,145919-61-5) + O-β-D-glucopyranosyl-(1<*>6)-O-α-D-glucopyranosyl-(1<*>6)-D-glucopyranose (3371-50-4,455-50-5,499-39-8,1062-56-2,3351-64-2,3803-95-0,7694-39-5,25193-56-0,52485-15-1,52485-16-2,76419-51-7,77449-15-1,89253-88-3,89254-75-1,95463-58-4,102046-26-4,130790-69-1,145919-61-5)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In ethanol; at 20 ℃; for 21h;

DOI:10.1016/j.tet.2004.07.027

Reference yield: 70.0%

benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (83921-77-1) → O-β-D-glucopyranosyl-(1<*>6)-O-α-D-glucopyranosyl-(1<*>6)-D-glucopyranose (3371-50-4,455-50-5,499-39-8,1062-56-2,3351-64-2,3803-95-0,7694-39-5,25193-56-0,52485-15-1,52485-16-2,76419-51-7,77449-15-1,89253-88-3,89254-75-1,95463-58-4,102046-26-4,130790-69-1,145919-61-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; at 25 ℃;

DOI:10.1246/bcsj.65.3257

Reference yield:

D-maltose (69-79-4) → isomaltotriose (3371-50-4,6614-36-4,13382-86-0,28245-12-7,32590-17-3,41897-94-3,61433-02-1,74385-45-8,76764-44-8,81276-22-4,111322-08-8,116781-14-7,132617-44-8,132617-45-9) + panose (7485-51-0,32581-31-0,33401-87-5,37070-18-1,58214-47-4,61237-56-7,62733-90-8,63425-90-1,63425-95-6,100676-05-9,112159-73-6,121951-70-0,142924-26-3,25193-53-7) + D-glucose (50-99-7) + isomaltose (499-40-1)

Guidance literature:

With Escherichia coli BL21 recombinant α-glucosidase; In aq. buffer; at 60 - 100 ℃;

DOI:10.3390/molecules24071413

upstream raw materials:

D-maltose

benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Refernces

• 1、 -. "Branched alpha-glucan, alpha-glucosyltransferase which forms the glucan, their preparation and uses". Page/Page column 18-19. . Retrieved 2010/06/11.
• 2、 Yu, Lan,Zhang, Yun-Kai,Qin, Yong-Ling,Liu, Yu-Yan,Liang, Zhi-Qun. "Research on the strong transglycosylation activity in Aspergillus niger". experimental part. p. 749 - 751. Retrieved 2009/05/09.