.alpha.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thio-

Base Information

• Chemical Name: .alpha.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thio-
• CAS No.: 62774-37-2
• Molecular Formula: C40H40O5S
• Molecular Weight: 632.821
• Mol file: 62774-37-2.mol

Synonyms:.alpha.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thio-

Chemical Property of .alpha.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thio-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of .alpha.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thio-

There total 52 articles about .alpha.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thio- 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: 99.0%

2,3,4,6-tetra-O-benzyl-D-glucopyranose (6564-72-3) + thiophenol (108-98-5) → phenyl 2,3,4,6-tetra-O-benzyl-1-thio-α/β-D-glucopyranoside (91602-61-8,38184-10-0,62774-37-2,74801-29-9,116501-52-1,116501-53-2,139974-84-8)

Guidance literature:

With 4 A molecular sieve; 2-methoxyacetic acid; ytterbium(III) triflate; In dichloromethane; for 2h; Heating;

DOI:10.1039/C39930001090

Reference yield: 98.0%

phenyl 1-thio-D-glucopyranoside (2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-62-0,77481-63-1,105088-17-3,149495-84-1) + benzyl bromide (100-39-0) → phenyl 2,3,4,6-tetra-O-benzyl-1-thio-α/β-D-glucopyranoside (91602-61-8,38184-10-0,62774-37-2,74801-29-9,116501-52-1,116501-53-2,139974-84-8)

Guidance literature:

phenyl 1-thio-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; paraffin; at 0 ℃;

benzyl bromide; In N,N-dimethyl-formamide; paraffin; at 0 - 20 ℃;

DOI:10.3762/bjoc.8.46

Reference yield: 97.0%

thiophenol (108-98-5) + Methoxy-acetic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (78890-59-2) → phenyl 2,3,4,6-tetra-O-benzyl-1-thio-α/β-D-glucopyranoside (91602-61-8,38184-10-0,62774-37-2,74801-29-9,116501-52-1,116501-53-2,139974-84-8)

Guidance literature:

ytterbium(III) triflate; In acetonitrile; at 53 ℃; for 6h;

DOI:10.1016/S0040-4039(00)73563-5

upstream raw materials:

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

diphenyldisulfane

p-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

4-methoxyphenyl β-D-glucopyranoside

Downstream raw materials:

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

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

methyl O-2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyll-α-D-glucopyranoside

tetra-O-benzyl glucopyranosyl chloride