((2R,4aR,6S,7S,8S,8aS)-7-Amino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-carbamic acid methyl ester

Base Information

Chemical Name:((2R,4aR,6S,7S,8S,8aS)-7-Amino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-carbamic acid methyl ester
CAS No.:592527-17-8
Molecular Formula:C₁₆H₂₂N₂O₆
Molecular Weight:338.36
Hs Code.:

Synonyms:((2R,4aR,6S,7S,8S,8aS)-7-Amino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-carbamic acid methyl ester

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Chemical Property of ((2R,4aR,6S,7S,8S,8aS)-7-Amino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-carbamic acid methyl ester

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Technology Process of ((2R,4aR,6S,7S,8S,8aS)-7-Amino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-carbamic acid methyl ester

There total 3 articles about ((2R,4aR,6S,7S,8S,8aS)-7-Amino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-carbamic acid methyl ester 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%

: 592527-13-4
methyl 2-azido-4,6-O-benzylidene-2,3-dideoxy-3-methoxycarbonylamino-α-D-altropyranoside

: 592527-17-8
((2R,4aR,6S,7S,8S,8aS)-7-Amino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-carbamic acid methyl ester

Guidance literature:: With hydrogen; palladium dihydroxide; In methanol; at 20 ℃; for 3h; under 760 Torr;
DOI:10.1021/ol035036l

Reference yield:

: 71184-91-3
methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-epimino-α-D-allopyranoside

: 592527-17-8
((2R,4aR,6S,7S,8S,8aS)-7-Amino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

2: 88 percent / NaN₃; NH₄Cl / dimethylformamide / 4 h / Heating

3: 95 percent / H₂ / Pd(OH)2/C / methanol / 3 h / 20 °C / 760 Torr

With pyridine; sodium azide; hydrogen; ammonium chloride; palladium dihydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; 2: Furst-Plattner ring-opening;
DOI:10.1021/ol035036l

Reference yield:

: 592527-09-8
methyl 4,6-O-benzylidene-2,3-dideoxy-2,3-(N-methoxycarbonyl)epimino-α-D-allopyranoside

: 592527-17-8
((2R,4aR,6S,7S,8S,8aS)-7-Amino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / NaN₃; NH₄Cl / dimethylformamide / 4 h / Heating

2: 95 percent / H₂ / Pd(OH)2/C / methanol / 3 h / 20 °C / 760 Torr

With sodium azide; hydrogen; ammonium chloride; palladium dihydroxide; In methanol; N,N-dimethyl-formamide; 1: Furst-Plattner ring-opening;
DOI:10.1021/ol035036l