O--(2->6)-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose

Base Information

• Chemical Name: O--(2->6)-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose
• CAS No.: 116096-68-5
• Molecular Formula: C₅₈H₆₇NO₁₄Se
• Molecular Weight: 1081.13
• Mol file: 116096-68-5.mol

Synonyms:O--(2->6)-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose

Chemical Property of O--(2->6)-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O--(2->6)-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose

There total 10 articles about O--(2->6)-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose 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: 46.0%

methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2,3,5-trideoxy-2-fluoro-3-phenylseleno-D-erythro-α-L-gluco-nonulopyranosate (116096-67-4,116180-63-3,125356-39-0,125356-40-3,128658-86-6) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2,3-dehydro-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate (116096-63-0) + O--(2->6)-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose (116096-68-5)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; tin(ll) chloride; In diethyl ether; for 18h; Ambient temperature;

DOI:10.1016/S0040-4039(00)61852-X

Reference yield: 42.0%

methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2,3,5-trideoxy-2-fluoro-3-phenylseleno-D-erythro-α-L-gluco-nonulopyranosate (116096-67-4,116180-63-3,125356-39-0,125356-40-3,128658-86-6) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2,3-dehydro-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate (116096-63-0) + (2R,3R,4R,5S,6R)-5-Acetylamino-4-benzyloxy-3-phenylselanyl-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxy)-6-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (116096-69-6) + O--(2->6)-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose (116096-68-5)

Guidance literature:

With 4 A molecular sieve; tributylstannyl trifluoromethanesulfonate; In tetrachloromethane; for 16h; Ambient temperature;

DOI:10.1016/S0040-4039(00)61852-X

Reference yield:

Phenylselenyl chloride (5707-04-0) → O--(2->6)-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose (116096-68-5)

Guidance literature:

Multi-step reaction with 4 steps

2: 8 percent / trimethylsilyl triflate / 1,2-dichloro-ethane / 0.5 h / 0 °C

3: 88 percent / diethylaminosulfur trifluoride / toluene; 1,2-dichloro-ethane / 40 °C

4: 42 percent / n-Bu₃SnOTf, molecular sieves 4 A / CCl₄ / 16 h / Ambient temperature

With diethylamino-sulfur trifluoride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tributylstannyl trifluoromethanesulfonate; In tetrachloromethane; 1,2-dichloro-ethane; toluene;

DOI:10.1016/S0040-4039(00)61852-X

upstream raw materials:

methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2,3,5-trideoxy-2-fluoro-3-phenylseleno-D-erythro-α-L-gluco-nonulopyranosate

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Phenylselenyl chloride

2,3-dehydro-2-deoxy-N-acetylneuraminic acid

Downstream raw materials:

O--(2->6)-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose