2,3,4,6-Tetrakis-O-(phenylmethyl)-D-galactonic Acid d-Lactone

Base Information

• Chemical Name: 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-galactonic Acid d-Lactone
• CAS No.: 82598-84-3
• Molecular Formula: C34H34O6
• Molecular Weight: 538.64
• DSSTox Substance ID: DTXSID30453681
• Nikkaji Number: J845.298I
• Mol file: 82598-84-3.mol

Synonyms:2,3,4,6-Tetrakis-O-(phenylmethyl)-D-galactonic Acid d-Lactone;2,3,4,6-Tetra-O-benzyl-D-galactono-1,5-lactone;2,3,4,6-Tetrakis-O-(phenylMethyl)-D-galactonic Acid δ-Lactone

Chemical Property of 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-galactonic Acid d-Lactone

Chemical Property:

• PSA: 63.22000
• LogP: 5.88480
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 538.23553880
• Heavy Atom Count: 40
• Complexity: 705

Purity/Quality:

99%, ^*data from raw suppliers

2,3,4,6-Tetra-O-benzyl-D-galactono-1,5-lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC2C(C(C(C(=O)O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5
• Isomeric SMILES: C1=CC=C(C=C1)COC[C@@H]2[C@@H]([C@@H]([C@H](C(=O)O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5
• Uses: 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-galactonic Acid d-Lactone is used in peptide coupling reactions. It is used in peptide coupling reactions.

Technology Process of 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-galactonic Acid d-Lactone

There total 24 articles about 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-galactonic Acid d-Lactone 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: 100.0%

2,3,4,6-tetra-O-benzyl-D-galactopyranose (6386-24-9) → 2,3,4,6-tetra-O-benzyl-D-galactonolactone (82598-84-3)

Guidance literature:

With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 0.75h; Ambient temperature;

DOI:10.1021/jo00100a050

Reference yield: 67.0%

2,3,4,6-tetra-O-benzyl-L-altrononitrile (167904-05-4) → 2,3,4,6-tetra-O-benzyl-D-galactonolactone (82598-84-3) + 2,3,4,6-tetra-O-benzyl-5-O-(tol-4-ylsulfonyl)-L-altrononitrile (167904-06-5) + 2,3,4,6-tetra-O-benzyl-L-altrono-1,5-lactone (167904-07-6)

Guidance literature:

With pyridine; p-toluenesulfonyl chloride; at 50 ℃; for 20h;

DOI:10.1002/hlca.19950780221

Reference yield: 51.0%

(Z)-2,3,4,6-tetra-O-benzyl-D-galactose oxime (168037-62-5) → 2,3,4,6-tetra-O-benzyl-D-galactonolactone (82598-84-3) + 2,3,4,6-tetra-O-benzyl-D-galactononitrile (167904-03-2)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In acetonitrile; for 0.333333h; Ambient temperature;

DOI:10.1002/hlca.19950780221

upstream raw materials:

2,3,4,6-tetra-O-benzyl-D-galactopyranose

p-toluenesulfonyl chloride

2,3,4,6-tetra-O-benzyl-L-altrononitrile

(Z)-2,3,4,6-tetra-O-benzyl-D-galactose oxime

Downstream raw materials:

1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-(2-thiazolyl)-β-D-galactopyranose

1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-(2-thiazolyl)-α-D-galactopyranose

2,3,4,6-Tetra-O-benzyl-1-(2-thiazolyl)-α-D-galactopyranose

(1(1')-Z)-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(ethoxycarbonyl)methylidene-D-galactopyranose