Pgxgg

Base Information

• Chemical Name: Pgxgg
• CAS No.: 137494-11-2
• Molecular Formula: C₂₆H₄₆O₂₀
• Molecular Weight: 678.639
• DSSTox Substance ID: DTXSID40929807
• Wikidata: Q82904917
• Mol file: 137494-11-2.mol

Synonyms:PGXGG;propyl O-beta-D-galactopyranosyl-(1-2)-O-alpha-D-xylopyranosyl-(1-6)-O-beta-D-glucopyranosyl-(1-4)-beta-D-glucopyranoside;propyl O-galactopyranoysl-(1-2)-O-xylopyranosyl-(1-6)-O-glucopyransoyl-(1-4)-glucopyranoside

Chemical Property of Pgxgg

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 976.6°Cat760mmHg
• Flash Point: 544.4°C
• PSA: 316.60000
• Density: 1.7g/cm³
• LogP: -7.67540
• XLogP3: -6.2
• Hydrogen Bond Donor Count: 13
• Hydrogen Bond Acceptor Count: 20
• Rotatable Bond Count: 11
• Exact Mass: 678.25824385
• Heavy Atom Count: 46
• Complexity: 949

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1(C(C(C(C(O1)CO)O)OC2C(C(C(C(O2)CO)O)O)O)OC3C(C(C(CO3)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• Isomeric SMILES: CCC[C@@]1([C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O[C@@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

Technology Process of Pgxgg

There total 16 articles about Pgxgg 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:

(2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol (130136-33-3) → propyl O-β-D-galactopyranosyl-(1->2)-O-α-D-xylopyranosyl-(1->6)-O-β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside (137494-11-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 80 percent / potassium tert-butoxide / dimethylsulfoxide / 2 h / 60 °C

2: 86 percent / pyridine / 10 h / Ambient temperature

3: 88 percent / mercuric chloride, yellow mercuric oxide / acetone; H₂O / 0.25 h / Ambient temperature

4: 92 percent / oxalyl chloride, N,N-dimethylformamide / 1,2-dichloro-ethane / 2 h / Ambient temperature

5: 50 percent / silver triflate, 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 1.) 3 h, -15 deg C, 2.) room temperature, overnight

6: MeONa / methanol

7: hydrogen / 10 percent Pd-C / methanol; H₂O / 24 h

With pyridine; oxalyl dichloride; 4 A molecular sieve; potassium tert-butylate; hydrogen; sodium methylate; silver trifluoromethanesulfonate; N,N-dimethyl-formamide; mercury dichloride; mercury(II) oxide; palladium on activated charcoal; In methanol; water; dimethyl sulfoxide; 1,2-dichloro-ethane; acetone;

DOI:10.1016/0008-6215(90)80143-Q

Reference yield:

allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside (130177-82-1) → propyl O-β-D-galactopyranosyl-(1->2)-O-α-D-xylopyranosyl-(1->6)-O-β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside (137494-11-2)

Guidance literature:

Multi-step reaction with 8 steps

1: MeONa / methanol

2: 80 percent / potassium tert-butoxide / dimethylsulfoxide / 2 h / 60 °C

3: 86 percent / pyridine / 10 h / Ambient temperature

4: 88 percent / mercuric chloride, yellow mercuric oxide / acetone; H₂O / 0.25 h / Ambient temperature

5: 92 percent / oxalyl chloride, N,N-dimethylformamide / 1,2-dichloro-ethane / 2 h / Ambient temperature

6: 50 percent / silver triflate, 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 1.) 3 h, -15 deg C, 2.) room temperature, overnight

7: MeONa / methanol

8: hydrogen / 10 percent Pd-C / methanol; H₂O / 24 h

With pyridine; oxalyl dichloride; 4 A molecular sieve; potassium tert-butylate; hydrogen; sodium methylate; silver trifluoromethanesulfonate; N,N-dimethyl-formamide; mercury dichloride; mercury(II) oxide; palladium on activated charcoal; In methanol; water; dimethyl sulfoxide; 1,2-dichloro-ethane; acetone;

DOI:10.1016/0008-6215(90)80143-Q

Reference yield:

(3aR,6R,7S,7aR)-2-Ethoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol (82977-21-7,799794-98-2) → propyl O-β-D-galactopyranosyl-(1->2)-O-α-D-xylopyranosyl-(1->6)-O-β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside (137494-11-2)

Guidance literature:

Multi-step reaction with 12 steps

1: 1.) sodium hydride / 1.) N,N-dimethylformamide, 2 h, room temperature, 2.) 12 h

2: 2,6-dimethylpyridinium perchlorate / 1,2-dichloro-ethane; chlorobenzene / 40 h / 85 °C

3: 2 M sodium methoxide / methanol / 1 h / Ambient temperature

4: 83 percent / silver triflate, molecular sieves 4 Angstroem / CH₂Cl₂ / Ambient temperature

5: MeONa / methanol

6: 80 percent / potassium tert-butoxide / dimethylsulfoxide / 2 h / 60 °C

7: 86 percent / pyridine / 10 h / Ambient temperature

8: 88 percent / mercuric chloride, yellow mercuric oxide / acetone; H₂O / 0.25 h / Ambient temperature

9: 92 percent / oxalyl chloride, N,N-dimethylformamide / 1,2-dichloro-ethane / 2 h / Ambient temperature

10: 50 percent / silver triflate, 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 1.) 3 h, -15 deg C, 2.) room temperature, overnight

11: MeONa / methanol

12: hydrogen / 10 percent Pd-C / methanol; H₂O / 24 h

With pyridine; oxalyl dichloride; 4 A molecular sieve; potassium tert-butylate; hydrogen; sodium methylate; silver trifluoromethanesulfonate; 2,6-lutidinium perchlorate; sodium hydride; N,N-dimethyl-formamide; mercury dichloride; mercury(II) oxide; palladium on activated charcoal; In methanol; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; chlorobenzene; acetone;

DOI:10.1016/0008-6215(90)80143-Q

upstream raw materials:

(2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol

allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside

(3aR,6R,7S,7aR)-2-Ethoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

3,4-di-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-xylopyranose