N-[(1,1-dimethylethoxy)carbonyl]-4-(3,4,6-tri-O-acetyl-1,2-dideoxy-D-arabino-hexenopyranosyl)-L-phenylalanine 1,1-dimethylethyl ester

Base Information

Chemical Name:N-[(1,1-dimethylethoxy)carbonyl]-4-(3,4,6-tri-O-acetyl-1,2-dideoxy-D-arabino-hexenopyranosyl)-L-phenylalanine 1,1-dimethylethyl ester
CAS No.:885019-67-0
Molecular Formula:C₃₀H₄₁NO₁₁
Molecular Weight:591.656
Hs Code.:

Synonyms:N-[(1,1-dimethylethoxy)carbonyl]-4-(3,4,6-tri-O-acetyl-1,2-dideoxy-D-arabino-hexenopyranosyl)-L-phenylalanine 1,1-dimethylethyl ester

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Chemical Property of N-[(1,1-dimethylethoxy)carbonyl]-4-(3,4,6-tri-O-acetyl-1,2-dideoxy-D-arabino-hexenopyranosyl)-L-phenylalanine 1,1-dimethylethyl ester

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Technology Process of N-[(1,1-dimethylethoxy)carbonyl]-4-(3,4,6-tri-O-acetyl-1,2-dideoxy-D-arabino-hexenopyranosyl)-L-phenylalanine 1,1-dimethylethyl ester

There total 2 articles about N-[(1,1-dimethylethoxy)carbonyl]-4-(3,4,6-tri-O-acetyl-1,2-dideoxy-D-arabino-hexenopyranosyl)-L-phenylalanine 1,1-dimethylethyl ester 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:

: 885019-64-7
2-tert-butoxycarbonylamino-3-[4-(2,2-di-tert-butyl-8-triisopropylsilanyloxy-4,4a,8,8a-tetrahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-phenyl]-propionic acid tert-butyl ester

: 885019-67-0
N-[(1,1-dimethylethoxy)carbonyl]-4-(3,4,6-tri-O-acetyl-1,2-dideoxy-D-arabino-hexenopyranosyl)-L-phenylalanine 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / nBu₄NF*3H₂O / tetrahydrofuran / 22 h / 0 - 20 °C

2: 0.24 g / pyridine; DMAP / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1002/ejoc.200500690

Reference yield:

: 885019-66-9
N-[(1,1-dimethylethoxy)carbonyl]-4-(1,2-dideoxy-D-arabino-hexenopyranosyl)-L-phenylalanine 1,1-dimethylethyl ester

: 108-24-7
acetic anhydride

: 885019-67-0
N-[(1,1-dimethylethoxy)carbonyl]-4-(3,4,6-tri-O-acetyl-1,2-dideoxy-D-arabino-hexenopyranosyl)-L-phenylalanine 1,1-dimethylethyl ester

Guidance literature:: With pyridine; dmap; at 20 ℃;
DOI:10.1002/ejoc.200500690

Reference yield: 28.0%

: 885019-67-0
N-[(1,1-dimethylethoxy)carbonyl]-4-(3,4,6-tri-O-acetyl-1,2-dideoxy-D-arabino-hexenopyranosyl)-L-phenylalanine 1,1-dimethylethyl ester

: 108-24-7
acetic anhydride

: (S)-2-tert-Butoxycarbonylamino-3-[4-((3S,4R,5R)-2,3,4,5,6-pentaacetoxy-hexanoyl)-phenyl]-propionic acid tert-butyl ester

Guidance literature:: N-[(1,1-dimethylethoxy)carbonyl]-4-(3,4,6-tri-O-acetyl-1,2-dideoxy-D-arabino-hexenopyranosyl)-L-phenylalanine 1,1-dimethylethyl ester; With pyridine; osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; water; tert-butyl alcohol; for 3h; Heating;

acetic anhydride; With pyridine; dmap; at 20 ℃;
DOI:10.1002/ejoc.200500690