methyl (benzyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(N-nitrosoacetamido)-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Base Information

Chemical Name:methyl (benzyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(N-nitrosoacetamido)-D-glycero-α-D-galacto-non-2-ulopyranosid)onate
CAS No.:352437-48-0
Molecular Formula:C₂₇H₃₄N₂O₁₄
Molecular Weight:610.572
Hs Code.:

Synonyms:methyl (benzyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(N-nitrosoacetamido)-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

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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 (benzyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(N-nitrosoacetamido)-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

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Technology Process of methyl (benzyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(N-nitrosoacetamido)-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

There total 1 articles about methyl (benzyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(N-nitrosoacetamido)-D-glycero-α-D-galacto-non-2-ulopyranosid)onate 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: 95.0%

: 19342-75-7
methyl (benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate

: 352437-48-0
methyl (benzyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(N-nitrosoacetamido)-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Guidance literature:: With sodium acetate; dinitrogen tetraoxide; In dichloromethane; at 0 ℃; for 4h;

Reference yield:

: 352437-48-0
methyl (benzyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(N-nitrosoacetamido)-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

: methyl (benzyl 4,7,8,9-tetra-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Guidance literature:: With 2,2,2-trifluoroethanol; sodium isopropylate; In dichloromethane; isopropyl alcohol; at -15 ℃; for 0.0166667h;

Reference yield:

: 352437-48-0
methyl (benzyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-(N-nitrosoacetamido)-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

: methyl (benzyl 4,7,8-tri-O-acetyl-5-azido-3,5-dideoxy-9-O-(4-methoxybenzyl)-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 8 steps

1: trifluoroethanol; sodium isopropoxide / CH₂Cl₂; propan-2-ol / 0.02 h / -15 °C

2: 160 mg / HN₃ / toluene / 12 h / 0 °C

3: 97 percent / NaOMe / methanol

4: 85 percent / p-TsOH*H₂O / acetone / 17 h

5: 78 percent / pyridine / CH₂Cl₂ / 0 °C

6: 89 percent / EtSH; p-TsOH / CH₂Cl₂ / 4 h / 0 - 20 °C

7: 60 percent / TMSOTf / acetonitrile / 0.5 h / -23 °C

8: 91 percent / pyridine

With pyridine; 2,2,2-trifluoroethanol; tris-(2-chloro-ethyl)-amine; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium isopropylate; toluene-4-sulfonic acid; ethanethiol; In methanol; dichloromethane; isopropyl alcohol; acetone; toluene; acetonitrile; 3: Zemplen deacetylation;