methyl 4-amino-3,6-di-O-benzoyl-4-deoxy-2,4-O,N-(internal carbamate)-α-D-talopyranoside

Base Information

Chemical Name:methyl 4-amino-3,6-di-O-benzoyl-4-deoxy-2,4-O,N-(internal carbamate)-α-D-talopyranoside
CAS No.:129217-42-1
Molecular Formula:C₂₂H₂₁NO₈
Molecular Weight:427.411
Hs Code.:

Synonyms:methyl 4-amino-3,6-di-O-benzoyl-4-deoxy-2,4-O,N-(internal carbamate)-α-D-talopyranoside

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Chemical Property of methyl 4-amino-3,6-di-O-benzoyl-4-deoxy-2,4-O,N-(internal carbamate)-α-D-talopyranoside

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Technology Process of methyl 4-amino-3,6-di-O-benzoyl-4-deoxy-2,4-O,N-(internal carbamate)-α-D-talopyranoside

There total 4 articles about methyl 4-amino-3,6-di-O-benzoyl-4-deoxy-2,4-O,N-(internal carbamate)-α-D-talopyranoside 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: 55.0%

: 129217-41-0
C₂₉H₂₅NO₉

: 129217-42-1
methyl 4-amino-3,6-di-O-benzoyl-4-deoxy-2,4-O,N-(internal carbamate)-α-D-talopyranoside

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 6h;
DOI:10.1021/jo00309a013

Reference yield:

: 129217-40-9
methyl 3,6-di-O-benzoyl-2-O-(benzoylcarbamyl)-4-O-<(trifluoromethyl)sulfonyl>-α-D-mannopyranoside

: 129217-42-1
methyl 4-amino-3,6-di-O-benzoyl-4-deoxy-2,4-O,N-(internal carbamate)-α-D-talopyranoside

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 6h; Yield given; Ambient temperature;
DOI:10.1021/jo00309a013

Reference yield:

: 14315-85-6
methyl 3, 6-di-O-benzoyl-α-D-mannopyranoside

: 129217-42-1
methyl 4-amino-3,6-di-O-benzoyl-4-deoxy-2,4-O,N-(internal carbamate)-α-D-talopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / CCl₄ / -30 °C

2: 94 percent / pyridine / CH₂Cl₂ / 2 h / -20 °C

3: NaH / tetrahydrofuran / 6 h / Ambient temperature

With pyridine; sodium hydride; In tetrahydrofuran; tetrachloromethane; dichloromethane;
DOI:10.1021/jo00309a013