methyl 3-O-benzyl-6-O-chloroacetyl-2-deoxy-2-trichloroacetamido-α-D-altropyranoside

Base Information

Chemical Name:methyl 3-O-benzyl-6-O-chloroacetyl-2-deoxy-2-trichloroacetamido-α-D-altropyranoside
CAS No.:280569-54-2
Molecular Formula:C₁₈H₂₁Cl₄NO₇
Molecular Weight:505.179
Hs Code.:

Synonyms:methyl 3-O-benzyl-6-O-chloroacetyl-2-deoxy-2-trichloroacetamido-α-D-altropyranoside

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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 3-O-benzyl-6-O-chloroacetyl-2-deoxy-2-trichloroacetamido-α-D-altropyranoside

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Technology Process of methyl 3-O-benzyl-6-O-chloroacetyl-2-deoxy-2-trichloroacetamido-α-D-altropyranoside

There total 4 articles about methyl 3-O-benzyl-6-O-chloroacetyl-2-deoxy-2-trichloroacetamido-α-D-altropyranoside 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: 65.0%

: 79-04-9
chloroacetyl chloride

: 280569-50-8
methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranoside

: 280569-54-2
methyl 3-O-benzyl-6-O-chloroacetyl-2-deoxy-2-trichloroacetamido-α-D-altropyranoside

Guidance literature:: With triethylamine; In dichloromethane; at -40 ℃; for 0.5h;
DOI:10.1080/07328300008544079

Reference yield:

: 280569-43-9
methyl 2-amino-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-altropyranoside

: 280569-54-2
methyl 3-O-benzyl-6-O-chloroacetyl-2-deoxy-2-trichloroacetamido-α-D-altropyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / Et₃N / CH₂Cl₂ / 1 h

2: 83 percent / aq. TFA / CH₂Cl₂ / 0.5 h / 20 °C

3: 65 percent / Et₃N / CH₂Cl₂ / 0.5 h / -40 °C

With triethylamine; trifluoroacetic acid; In dichloromethane; 1: Condensation / 2: Hydrolysis / 3: Acylation;
DOI:10.1080/07328300008544079

Reference yield:

: (2R,4aR,6S,7S,8S,8aS)-7-Azido-8-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 280569-54-2
methyl 3-O-benzyl-6-O-chloroacetyl-2-deoxy-2-trichloroacetamido-α-D-altropyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / LiAlH₄ / tetrahydrofuran / 1.5 h

2: 76 percent / Et₃N / CH₂Cl₂ / 1 h

3: 83 percent / aq. TFA / CH₂Cl₂ / 0.5 h / 20 °C

4: 65 percent / Et₃N / CH₂Cl₂ / 0.5 h / -40 °C

With lithium aluminium tetrahydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1: Reduction / 2: Condensation / 3: Hydrolysis / 4: Acylation;
DOI:10.1080/07328300008544079