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

Base Information

Chemical Name:ethyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-allyl-3-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:177358-14-4
Molecular Formula:C₄₀H₄₇NO₁₅S
Molecular Weight:813.877
Hs Code.:

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

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

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

There total 4 articles about ethyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-allyl-3-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: 71.0%

: 154618-72-1
phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside

: 177358-17-7
ethyl 6-O-allyl-3-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 177358-14-4
ethyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-allyl-3-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; potassium carbonate; In dichloromethane; for 3.5h; Ambient temperature;
DOI:10.1016/0040-4020(96)00225-6

Reference yield:

: 130539-43-4
ethyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 177358-14-4
ethyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-allyl-3-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 1.5 h

2: 72 percent / NaH / tetrahydrofuran / 5 h / Heating

3: 90 percent / sodium cyanoborohydride, hydrogen chloride / tetrahydrofuran; diethyl ether / 5 h / Ambient temperature

4: 71 percent / K₂CO₃, molecular sieves 4A, silver triflate / CH₂Cl₂ / 3.5 h / Ambient temperature

With hydrogenchloride; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00225-6

Reference yield:

: ethyl 4,6-O-allylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 177358-14-4
ethyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-allyl-3-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / NaH / tetrahydrofuran / 5 h / Heating

2: 90 percent / sodium cyanoborohydride, hydrogen chloride / tetrahydrofuran; diethyl ether / 5 h / Ambient temperature

3: 71 percent / K₂CO₃, molecular sieves 4A, silver triflate / CH₂Cl₂ / 3.5 h / Ambient temperature

With hydrogenchloride; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; potassium carbonate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/0040-4020(96)00225-6