N-benzyloxycarbonyl-4-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)-benzylamine

Base Information

Chemical Name:N-benzyloxycarbonyl-4-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)-benzylamine
CAS No.:219501-53-8
Molecular Formula:C₂₇H₃₁NO₁₀
Molecular Weight:529.544
Hs Code.:

Synonyms:N-benzyloxycarbonyl-4-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)-benzylamine

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Chemical Property of N-benzyloxycarbonyl-4-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)-benzylamine

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Technology Process of N-benzyloxycarbonyl-4-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)-benzylamine

There total 5 articles about N-benzyloxycarbonyl-4-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)-benzylamine 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: 80.0%

: 75383-60-7
(4-hydroxy-benzyl)carbamic acid benzyl ester

: pent-4'-enyl 2,3,4-tri-O-acetyl-1-thio-L-rhamnopyranoside

: 219501-53-8
N-benzyloxycarbonyl-4-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)-benzylamine

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -40 ℃; for 2h;
DOI:10.1016/S0008-6215(98)00223-7

Reference yield:

: 33148-47-9
4-allyloxy-benzonitrile

: 219501-53-8
N-benzyloxycarbonyl-4-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)-benzylamine

Guidance literature:: Multi-step reaction with 4 steps

1: LiAlH₄ / diethyl ether / 24 h / Heating

2: Na₂CO₃ / acetone; H₂O / 2.5 h / Ambient temperature

3: 91 percent / HCOOH, PPh₃, Pd(OAc)2 / tetrahydrofuran / 4.5 h / Heating

4: 80 percent / NIS, MS, TfOH / CH₂Cl₂ / 2 h / -40 °C

With palladium diacetate; N-iodo-succinimide; lithium aluminium tetrahydride; formic acid; trifluorormethanesulfonic acid; sodium carbonate; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1016/S0008-6215(98)00223-7

Reference yield:

: 767-00-0
4-cyanophenol

: 219501-53-8
N-benzyloxycarbonyl-4-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)-benzylamine

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide / 16 h / Ambient temperature

2: LiAlH₄ / diethyl ether / 24 h / Heating

3: Na₂CO₃ / acetone; H₂O / 2.5 h / Ambient temperature

4: 91 percent / HCOOH, PPh₃, Pd(OAc)2 / tetrahydrofuran / 4.5 h / Heating

5: 80 percent / NIS, MS, TfOH / CH₂Cl₂ / 2 h / -40 °C

With palladium diacetate; N-iodo-succinimide; lithium aluminium tetrahydride; formic acid; trifluorormethanesulfonic acid; sodium hydride; sodium carbonate; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0008-6215(98)00223-7