ethyl (2R,3S)-2-(tert-butyloxycarbonyl-amino)-3-allyloxy-4-(tri-O-benzyl-α-L-fucopyranosyl)-butanoate

Base Information

Chemical Name:ethyl (2R,3S)-2-(tert-butyloxycarbonyl-amino)-3-allyloxy-4-(tri-O-benzyl-α-L-fucopyranosyl)-butanoate
CAS No.:236744-33-5
Molecular Formula:C₄₁H₅₃NO₉
Molecular Weight:703.873
Hs Code.:

Synonyms:ethyl (2R,3S)-2-(tert-butyloxycarbonyl-amino)-3-allyloxy-4-(tri-O-benzyl-α-L-fucopyranosyl)-butanoate

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Chemical Property of ethyl (2R,3S)-2-(tert-butyloxycarbonyl-amino)-3-allyloxy-4-(tri-O-benzyl-α-L-fucopyranosyl)-butanoate

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Technology Process of ethyl (2R,3S)-2-(tert-butyloxycarbonyl-amino)-3-allyloxy-4-(tri-O-benzyl-α-L-fucopyranosyl)-butanoate

There total 5 articles about ethyl (2R,3S)-2-(tert-butyloxycarbonyl-amino)-3-allyloxy-4-(tri-O-benzyl-α-L-fucopyranosyl)-butanoate 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: 88.0%

: 35466-83-2
allyl methyl carbonate

: 236744-32-4
ethyl (2R,3S)-2-(tert-butyloxycarbonyl-amino)-3-hydroxy-4-(tri-O-benzyl-α-L-fucopyranosyl)-butanoate

: 236744-33-5
ethyl (2R,3S)-2-(tert-butyloxycarbonyl-amino)-3-allyloxy-4-(tri-O-benzyl-α-L-fucopyranosyl)-butanoate

Guidance literature:: With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; at 65 - 70 ℃; for 8h;
DOI:10.1016/S0968-0896(98)00245-4

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 236744-33-5
ethyl (2R,3S)-2-(tert-butyloxycarbonyl-amino)-3-allyloxy-4-(tri-O-benzyl-α-L-fucopyranosyl)-butanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / H₂ / Pd/C / ethyl acetate / 18 h / Ambient temperature

2: 88 percent / Pd₂(dba)3, bdpb / tetrahydrofuran / 8 h / 65 - 70 °C

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;
DOI:10.1016/S0968-0896(98)00245-4

Reference yield:

: ethyl (2R,3S)-2,3-dihydroxy-4-(tri-O-benzyl-α-L-fucopyranosyl)-butanoate

: 236744-33-5
ethyl (2R,3S)-2-(tert-butyloxycarbonyl-amino)-3-allyloxy-4-(tri-O-benzyl-α-L-fucopyranosyl)-butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / pyridine / 25 h / 4 °C

2: 88 percent / NaN₃ / dimethylformamide / 21 h / 50 °C

3: 85 percent / H₂ / Pd/C / ethyl acetate / 18 h / Ambient temperature

4: 88 percent / Pd₂(dba)3, bdpb / tetrahydrofuran / 8 h / 65 - 70 °C

With sodium azide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; hydrogen; palladium on activated charcoal; In tetrahydrofuran; pyridine; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(98)00245-4