Phenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:Phenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:141342-84-9
Molecular Formula:C₄₁H₄₃NO₁₅S
Molecular Weight:821.856
Hs Code.:

Synonyms:Phenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of Phenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of Phenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 9 articles about Phenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-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: 64.0%

: 141342-83-8
phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside

: 4163-45-5
2,3,4,6-tetra-O-acetyl-β-galactopyranosyl fluoride

: 141342-84-9
Phenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; tin(ll) chloride; In dichloromethane; toluene; a) -15 deg C, 0.5 h, b) -15 deg C to r.t., 2 h;
DOI:10.1016/0008-6215(92)84057-Y

Reference yield: 35.0%

: 86520-63-0
2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

: 181023-17-6
phenyl 6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 13992-16-0,23661-28-1,28512-68-7,65236-85-3,86782-39-0,108032-93-5,121524-01-4,121570-34-1,24404-53-3
1-deoxy-1-(phenylthio)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranose

: 141342-84-9
Phenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; at -78 ℃; Temperature; stereoselective reaction;
DOI:10.1002/asia.201801486

Reference yield:

: 98-88-4
benzoyl chloride

: 141342-84-9
Phenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: dimethyltin dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2.5 h / 20 °C

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -20 °C / Molecular sieve; Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; dimethyltin dichloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/asia.201801486