(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-6-(2-chloro-4-nitrophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Base Information

• Chemical Name: (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-6-(2-chloro-4-nitrophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS No.: 99304-80-0
• Molecular Formula: C36H54 Cl N O28
• Molecular Weight: 984.26
• Nikkaji Number: J319.660G
• Mol file: 99304-80-0.mol

Synonyms:2-chloro-4-nitrophenyl-maltopentaoside;beta-2-chloro-4-nitrophenyl-maltopentaoside;CNPG5

Chemical Property of (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-6-(2-chloro-4-nitrophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Chemical Property:

• Melting Point: 198-201 °C
• Boiling Point: 1263.0±65.0 °C(Predicted)
• PKA: 12.44±0.70(Predicted)
• PSA: 461.80000
• Density: 1.84±0.1 g/cm3(Predicted)
• LogP: -8.75310
• XLogP3: -8.4
• Hydrogen Bond Donor Count: 16
• Hydrogen Bond Acceptor Count: 28
• Rotatable Bond Count: 15
• Exact Mass: 983.2520878
• Heavy Atom Count: 66
• Complexity: 1530

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])Cl)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O)O)O)O
• Isomeric SMILES: C1=CC(=C(C=C1[N+](=O)[O-])Cl)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O[C@@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)O)O)O)O)O

Technology Process of (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-6-(2-chloro-4-nitrophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

There total 3 articles about (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-6-(2-chloro-4-nitrophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol 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: 51.3%

2-chloro-4-nitrophenyl β-maltoheptoside (90826-64-5) → 2-chloro-4-nitrophenyl-β-maltopentoside (99304-80-0) + o-chloro-p-nitrophenyl β-maltotetraoside (145072-72-6) + (2R,3R,4S,5S,6R)-2-{(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-6-(2-Chloro-4-nitro-phenoxy)-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (118291-90-0,157381-11-8,165522-16-7) + 2-chloro-4-nitrophenyl O-(α-D-glucopyranosyl)-(1->4)-tetrakis-[O-α-D-glucopyranosyl-(1->4)]-β-D-glucopyranoside (198561-63-6)

Guidance literature:

With 2-hydroxyethanethiol; glycogen phosphorylase b; In phosphate buffer; at 30 ℃; for 5h; pH=6.8; Further Variations:; Temperatures; times; Product distribution; Enzymatic reaction;

DOI:10.1016/S0008-6215(98)00324-3

Reference yield:

2-chloro-4-nitrophenyl O-(α-D-glucopyranosyl)-(1->4)-hexakis-[O-α-D-glucopyranosyl-(1->4)]-β-D-glucopyranoside → 2-chloro-4-nitrophenyl-β-maltopentoside (99304-80-0) + 2-chloro-4-nitrophenyl β-maltoside (143206-27-3) + o-chloro-p-nitrophenyl β-maltotetraoside (145072-72-6) + (2R,3R,4S,5S,6R)-2-{(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-6-(2-Chloro-4-nitro-phenoxy)-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (118291-90-0,157381-11-8,165522-16-7)

Guidance literature:

With human salivary α-amylase; sodium chloride; calcium chloride; In phosphate buffer; at 37 ℃; pH=7.0; Product distribution;

DOI:10.1016/S0008-6215(00)00221-4

Reference yield:

C60H94ClNO48 → 2-chloro-4-nitrophenyl-β-maltopentoside (99304-80-0) + o-chloro-p-nitrophenyl β-maltotetraoside (145072-72-6) + (2R,3R,4S,5S,6R)-2-{(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-6-(2-Chloro-4-nitro-phenoxy)-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (118291-90-0,157381-11-8,165522-16-7) + 2-chloro-4-nitrophenyl O-(α-D-glucopyranosyl)-(1->4)-tetrakis-[O-α-D-glucopyranosyl-(1->4)]-β-D-glucopyranoside (198561-63-6)

Guidance literature:

With human salivary α-amylase; sodium chloride; calcium chloride; In phosphate buffer; at 37 ℃; pH=7.0; Product distribution;

DOI:10.1016/S0008-6215(00)00221-4

upstream raw materials:

2-chloro-4-nitrophenyl β-maltoheptoside

Downstream raw materials:

2-chloro-4-nitrophenyl O-<4,6-O-(1,1-dimethoxy)methylidene-α-D-glucopyranosyl>-(1->4)-tris4)>-β-D-glucopyranoside

2-chloro-4-nitrophenyl O-(4,6-O-benzylidene-α-D-glucopyranosyl)-(1->4)-tris4)>-β-D-glucopyranoside

2-chloro-4-nitrophenyl β-maltoside

(2-chloro-4-nitrophenyl)-β-D-glucopyranoside

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