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

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Chemical Name:phenyl 4-amino-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-mannopyranoside
CAS No.:131087-39-3
Molecular Formula:C₁₆H₂₃NO₃S
Molecular Weight:309.43
Hs Code.:

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

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

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

There total 4 articles about phenyl 4-amino-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: 30.0%

: 131087-38-2
phenyl 6-deoxy-2,3-O-isopropylidene-3-C-methyl-1-thio-α-L-lyxo-hexopyranosid-4-ulose oxime

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

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 100 ℃; for 4h;
DOI:10.1016/0008-6215(90)80164-X

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; hydroxylamine hydrochloride; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; ethanol; 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

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

Guidance literature:: Multi-step reaction with 3 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

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