Ethyl O-(2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Base Information

Chemical Name:Ethyl O-(2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside
CAS No.:151072-58-1
Molecular Formula:C₄₄H₄₃ClO₁₃S
Molecular Weight:847.337
Hs Code.:

Synonyms:Ethyl O-(2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

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Chemical Property of Ethyl O-(2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

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Technology Process of Ethyl O-(2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

There total 8 articles about Ethyl O-(2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-α-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: 90.0%

: 151123-93-2
Ethyl 2-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

: 151072-56-9
2-O-Benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-β-D-glucopyranosyl chloride

: 151072-58-1
Ethyl O-(2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In nitromethane; dichloromethane; toluene; for 1h; Ambient temperature;
DOI:10.1016/0008-6215(93)80061-I

Reference yield:

: 151123-92-1
Ethyl 4,6-O-benzylidene-1-thio-α-D-glucopyranoside

: 151072-58-1
Ethyl O-(2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / NEt₃ / CH₂Cl₂ / 2 h / Ambient temperature

2: 93 percent / pyridine / CH₂Cl₂ / 0.33 h / 0 °C

3: 84 percent / Cl₂ / CCl₄; CHCl₃ / 0.08 h / 0 °C

4: 90 percent / silver triflate, DTBMP, molecular sieves 4A / CH₂Cl₂; toluene; nitromethane / 1 h / Ambient temperature

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; chlorine; triethylamine; In tetrachloromethane; nitromethane; dichloromethane; chloroform; toluene;
DOI:10.1016/0008-6215(93)80061-I

Reference yield:

: 32934-24-0,41670-79-5,52645-73-5,55722-49-1,79389-52-9,99031-86-4,125354-48-5,126187-25-5
ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

: 151072-58-1
Ethyl O-(2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 67 percent / SnCl₄ / CH₂Cl₂ / 16 h / Ambient temperature

2: 97 percent / NaOMe / methanol / 3 h / Ambient temperature

3: 85 percent / p-TsOH*H₂O / dimethylformamide / 2 h / 50 °C / 30 Torr

4: 83 percent / NEt₃ / CH₂Cl₂ / 2 h / Ambient temperature

5: 93 percent / pyridine / CH₂Cl₂ / 0.33 h / 0 °C

6: 84 percent / Cl₂ / CCl₄; CHCl₃ / 0.08 h / 0 °C

7: 90 percent / silver triflate, DTBMP, molecular sieves 4A / CH₂Cl₂; toluene; nitromethane / 1 h / Ambient temperature

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; chlorine; tin(IV) chloride; toluene-4-sulfonic acid; triethylamine; In methanol; tetrachloromethane; nitromethane; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(93)80061-I