p-methoxybenzyl 4-O-(3-N-allyloxycarbonyl-3-amino-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-lyxo-hexopyranosyl)-3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

Base Information

Chemical Name:p-methoxybenzyl 4-O-(3-N-allyloxycarbonyl-3-amino-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-lyxo-hexopyranosyl)-3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside
CAS No.:195865-21-5
Molecular Formula:C₃₅H₄₂N₂O₁₄
Molecular Weight:714.723
Hs Code.:

p-methoxybenzyl 4-O-(3-N-allyloxycarbonyl-3-amino-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-lyxo-hexopyranosyl)-3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

Synonyms:p-methoxybenzyl 4-O-(3-N-allyloxycarbonyl-3-amino-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-lyxo-hexopyranosyl)-3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

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Chemical Property of p-methoxybenzyl 4-O-(3-N-allyloxycarbonyl-3-amino-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-lyxo-hexopyranosyl)-3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

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Technology Process of p-methoxybenzyl 4-O-(3-N-allyloxycarbonyl-3-amino-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-lyxo-hexopyranosyl)-3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

There total 8 articles about p-methoxybenzyl 4-O-(3-N-allyloxycarbonyl-3-amino-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-lyxo-hexopyranosyl)-3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside 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: 74.0%

: 195865-16-8
p-methoxybenzyl 3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

: 195865-18-0
phenyl 3-N-allyloxycarbonyl-4-O-p-nitrobenzoyl-3-amino-1-thio-2,3,6-trideoxy-α-L-lyxo-hexopyranose

: 195865-21-5
p-methoxybenzyl 4-O-(3-N-allyloxycarbonyl-3-amino-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-lyxo-hexopyranosyl)-3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

Guidance literature:: p-methoxybenzyl 3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside; phenyl 3-N-allyloxycarbonyl-4-O-p-nitrobenzoyl-3-amino-1-thio-2,3,6-trideoxy-α-L-lyxo-hexopyranose; With iodonium di(2,4,6-trimethylpyridine) perchlorate; 4 A molecular sieve; In diethyl ether; 1,2-dichloro-ethane; at 10 ℃; for 1h;

With triphenylphosphine; In diethyl ether; 1,2-dichloro-ethane; for 1h;
DOI:10.1016/S0968-0896(01)00411-4

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 195865-21-5
p-methoxybenzyl 4-O-(3-N-allyloxycarbonyl-3-amino-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-lyxo-hexopyranosyl)-3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 9 g / Ph₃P*HBr / CH₂Cl₂ / 1 h / 20 °C

2.1: 3.5 g / MeONa / methanol / 2 h / 20 °C

3.1: Bu₂SnO / toluene / 12 h / Heating

3.2: Et₃N / toluene / 2 h / -45 °C

3.3: 62 percent / oxalic acid / toluene; acetonitrile / -78 - 20 °C

4.1: molecular sieves 4 Angstroem; iodonium dicollidine perchlorate / diethyl ether; 1,2-dichloro-ethane / 1 h / 10 °C

4.2: 74 percent / Ph₃P / diethyl ether; 1,2-dichloro-ethane / 1 h

With iodonium di(2,4,6-trimethylpyridine) perchlorate; 4 A molecular sieve; sodium methylate; triphenylphosphine hydrobromide; di(n-butyl)tin oxide; In methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1016/S0968-0896(01)00411-4

Reference yield:

: 196512-07-9
3-N-allyloxycarbonyl-1,4-di-O-p-nitrobenzoyl-3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranose

: 195865-21-5
p-methoxybenzyl 4-O-(3-N-allyloxycarbonyl-3-amino-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-lyxo-hexopyranosyl)-3-O-allyloxycarbonyl-2,6-dideoxy-α-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / CF₃SO₃SiMe₃ / CH₂Cl₂ / 2 h / 20 °C

2.1: molecular sieves 4 Angstroem; iodonium dicollidine perchlorate / diethyl ether; 1,2-dichloro-ethane / 1 h / 10 °C

2.2: 74 percent / Ph₃P / diethyl ether; 1,2-dichloro-ethane / 1 h

With trimethylsilyl trifluoromethanesulfonate; iodonium di(2,4,6-trimethylpyridine) perchlorate; 4 A molecular sieve; In diethyl ether; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0968-0896(01)00411-4