phenyl 4-(N-benzylformamido)-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside

Base Information

Chemical Name:phenyl 4-(N-benzylformamido)-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside
CAS No.:131087-41-7
Molecular Formula:C₂₄H₂₉NO₄S
Molecular Weight:427.565
Hs Code.:

Synonyms:phenyl 4-(N-benzylformamido)-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside

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Chemical Property of phenyl 4-(N-benzylformamido)-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside

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Technology Process of phenyl 4-(N-benzylformamido)-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside

There total 6 articles about phenyl 4-(N-benzylformamido)-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside 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:

: 131087-35-9
phenyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

: 131087-41-7
phenyl 4-(N-benzylformamido)-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h / Ambient temperature

2: 1) lithium di-isopropylamide, 2) hexamethylphosphoric triamide / 1) oxolane, -76 deg C, 1 h, 2) 5 h

3: 64 percent / hydroxylamine hydrochloride, NaCO₃ / ethanol / 20 h / Heating

4: 30 percent / LiALH₄ / tetrahydrofuran / 4 h / 100 °C

5: 70 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodi-imide / CH₂Cl₂ / 2 h / Ambient temperature

6: 1) NaH / 1) DMF, r.t., 1 h, 2) 20 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; hydroxylamine hydrochloride; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/0008-6215(90)80164-X

Reference yield:

: 131087-39-3
phenyl 4-amino-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside

: 131087-41-7
phenyl 4-(N-benzylformamido)-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodi-imide / CH₂Cl₂ / 2 h / Ambient temperature

2: 1) NaH / 1) DMF, r.t., 1 h, 2) 20 min

With sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane;
DOI:10.1016/0008-6215(90)80164-X

Reference yield:

: 131087-36-0
phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose

: 131087-41-7
phenyl 4-(N-benzylformamido)-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1) lithium di-isopropylamide, 2) hexamethylphosphoric triamide / 1) oxolane, -76 deg C, 1 h, 2) 5 h

2: 64 percent / hydroxylamine hydrochloride, NaCO₃ / ethanol / 20 h / Heating

3: 30 percent / LiALH₄ / tetrahydrofuran / 4 h / 100 °C

4: 70 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodi-imide / CH₂Cl₂ / 2 h / Ambient temperature

5: 1) NaH / 1) DMF, r.t., 1 h, 2) 20 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; hydroxylamine hydrochloride; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/0008-6215(90)80164-X