methyl (ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-1-thio-β-D-glucopyranosid)uronate

Base Information

Chemical Name:methyl (ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-1-thio-β-D-glucopyranosid)uronate
CAS No.:648904-00-1
Molecular Formula:C₂₅H₂₉ClO₇S
Molecular Weight:509.02
Hs Code.:

Synonyms:methyl (ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-1-thio-β-D-glucopyranosid)uronate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-1-thio-β-D-glucopyranosid)uronate

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Technology Process of methyl (ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-1-thio-β-D-glucopyranosid)uronate

There total 2 articles about methyl (ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-1-thio-β-D-glucopyranosid)uronate 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:

: 67-56-1
methanol

: Chloro-acetic acid (2S,3S,4S,5R,6S)-4,5-bis-benzyloxy-6-ethylsulfanyl-2-formyl-tetrahydro-pyran-3-yl ester

: 648904-00-1
methyl (ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-1-thio-β-D-glucopyranosid)uronate

Guidance literature:: With pyridinium dichromate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/S0008-6215(03)00271-4

Reference yield:

: 346435-04-9
Ethyl 2,3-di-O-benzyl-6-O-triphenylmethyl-1-thio-β-D-glucopyranoside

: 648904-00-1
methyl (ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-1-thio-β-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / CH₂Cl₂; pyridine / 2 h / 20 °C

2: 81 percent / p-toluenesulfonic acid / CHCl₃; methanol / 2 h / pH 1

3: pyridine; trifluoroacetic acid; diisopropylcarbodiimide / dimethylsulfoxide / 20 °C

4: pyridine dichromate / dimethylformamide / 20 °C

With pyridine; pyridinium dichromate; toluene-4-sulfonic acid; trifluoroacetic acid; diisopropyl-carbodiimide; In pyridine; methanol; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide; 3: Pfitzner-Moffat oxidation;
DOI:10.1016/S0008-6215(03)00271-4

Reference yield: 57.0%

: 499126-56-6
2-(N-benzyloxycarbonyl)-aminoethyl (2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-mannopyranosyl-(1->4)-2,3,4-tri-O-benzyl-β-D-glucopyranoside

: 648904-00-1
methyl (ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-1-thio-β-D-glucopyranosid)uronate

: C₁₀₂H₁₀₉ClN₂O₂₅

: C₁₀₂H₁₀₉ClN₂O₂₅

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -30 ℃; for 5h;
DOI:10.1016/S0008-6215(03)00271-4