phenyl 3-N,4-O-di-allyloxycarbonyl-3-amino-1-thio-2,3,6-trideoxy-α-L-arabino-hexopyranoside

Base Information

Chemical Name:phenyl 3-N,4-O-di-allyloxycarbonyl-3-amino-1-thio-2,3,6-trideoxy-α-L-arabino-hexopyranoside
CAS No.:452071-48-6
Molecular Formula:C₂₀H₂₅NO₆S
Molecular Weight:407.488
Hs Code.:

Synonyms:phenyl 3-N,4-O-di-allyloxycarbonyl-3-amino-1-thio-2,3,6-trideoxy-α-L-arabino-hexopyranoside

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Chemical Property of phenyl 3-N,4-O-di-allyloxycarbonyl-3-amino-1-thio-2,3,6-trideoxy-α-L-arabino-hexopyranoside

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Technology Process of phenyl 3-N,4-O-di-allyloxycarbonyl-3-amino-1-thio-2,3,6-trideoxy-α-L-arabino-hexopyranoside

There total 2 articles about phenyl 3-N,4-O-di-allyloxycarbonyl-3-amino-1-thio-2,3,6-trideoxy-α-L-arabino-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: 94.0%

: 4551-15-9
phenylthiotrimethylsilane

: 452071-47-5
methyl 3-N,4-O-di-allyloxycarbonyl-2,3,6-trideoxy-3-amino-α-L-arabino-hexopyranoside

: 452071-48-6
phenyl 3-N,4-O-di-allyloxycarbonyl-3-amino-1-thio-2,3,6-trideoxy-α-L-arabino-hexopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/S0968-0896(01)00411-4

Reference yield:

: 54623-23-3
methyl-3-amino-2,3,6-tridesoxy-α-L-arabino-hexopyranoside

: 452071-48-6
phenyl 3-N,4-O-di-allyloxycarbonyl-3-amino-1-thio-2,3,6-trideoxy-α-L-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

2: 94 percent / CF₃SO₃SiMe₃ / CH₂Cl₂ / 2 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/S0968-0896(01)00411-4

Reference yield: 75.0%

: 452071-62-4
p-methoxybenzyl 2,3,6-trideoxy-α-L-lyxo-hexopyranoside

: 452071-48-6
phenyl 3-N,4-O-di-allyloxycarbonyl-3-amino-1-thio-2,3,6-trideoxy-α-L-arabino-hexopyranoside

: 452071-65-7
p-methoxybenzyl 4-O-(3-N,4-O-di-allyloxycarbonyl-3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)-2,3,6-trideoxy-α-L-lyxo-hexopyranoside

Guidance literature:: p-methoxybenzyl 2,3,6-trideoxy-α-L-lyxo-hexopyranoside; phenyl 3-N,4-O-di-allyloxycarbonyl-3-amino-1-thio-2,3,6-trideoxy-α-L-arabino-hexopyranoside; 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