4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone

Base Information

Chemical Name:4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone
CAS No.:1271132-35-4
Molecular Formula:C₃₅H₃₅ClN₄O₁₀S
Molecular Weight:739.203
Hs Code.:

4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone

Synonyms:4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone

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Chemical Property of 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone

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Technology Process of 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone

There total 4 articles about 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone 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: 84.0%

: 1154464-02-4
phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone

: 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-D-galactopyranose

: 1271132-35-4
4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone

Guidance literature:: 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-D-galactopyranose; With 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; for 0.5h; Molecular sieve;

With trifluoromethylsulfonic anhydride; In dichloromethane; at -60 - -40 ℃;

phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone; With 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -60 - -4 ℃; diastereoselective reaction;
DOI:10.1021/jo102363d

Reference yield:

: C₂₂H₂₄O₆S

: 1271132-35-4
4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; acetic acid / 65 °C

2.1: chloroformic acid ethyl ester; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

3.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.5 h / Molecular sieve

3.2: -60 - -40 °C

3.3: -60 - -4 °C

With 1,1'-sulfinylbisbenzene; water; chloroformic acid ethyl ester; acetic acid; N-ethyl-N,N-diisopropylamine; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane;
DOI:10.1021/jo102363d

Reference yield:

: C₁₉H₂₀O₆S

: 1271132-35-4
4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone

Guidance literature:: Multi-step reaction with 2 steps

1.1: chloroformic acid ethyl ester; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.5 h / Molecular sieve

2.2: -60 - -40 °C

2.3: -60 - -4 °C

With 1,1'-sulfinylbisbenzene; chloroformic acid ethyl ester; N-ethyl-N,N-diisopropylamine; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane;
DOI:10.1021/jo102363d