cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside
• CAS No.: 74709-50-5
• Molecular Formula: C₄₁H₄₈O₆
• Molecular Weight: 636.829
• Mol file: 74709-50-5.mol

Synonyms:cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Chemical Property of cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

There total 26 articles about cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 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: 80.0%

Carbonic acid cyclohexylmethyl ester (3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (205518-20-3) → cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (74709-50-5) + cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (74741-49-4)

Guidance literature:

With Cp₂HfCl₂-2AgClO₄; In diethyl ether; at 20 ℃; for 5h; Yields of byproduct given;

DOI:10.3987/com-97-s84

Reference yield: 60.0%

2,3,4,6-tetra-O-benzyl-D-glucopyranose (6564-72-3) + cyclohexylmethyl alcohol (100-49-2) → cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (74709-50-5) + cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (74741-49-4)

Guidance literature:

With silver trifluoromethanesulfonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; 1.) -40-0 deg C, 40 min, 2.) 0 deg C, 3 h;

DOI:10.1246/bcsj.53.1761

Reference yield: 37.0%

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (74808-09-6) + cyclohexylmethyl alcohol (100-49-2) → 2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (74709-50-5) + cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (74741-49-4)

Guidance literature:

With α-naphthol; In acetonitrile; at 50 ℃; for 2h; Solvent; stereoselective reaction; UV-irradiation; Molecular sieve; Green chemistry;

DOI:10.1039/c4cc04753b

upstream raw materials:

cyclohexylmethyl trimethylsilyl ether

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

cyclohexylmethyl alcohol

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride

Downstream raw materials:

cyclohexylmethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside