N-formyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-(S)-α-amino-5-cyano-pentanoic acid-N'-tert-butyl-amide

Base Information

Chemical Name:N-formyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-(S)-α-amino-5-cyano-pentanoic acid-N'-tert-butyl-amide
CAS No.:112023-01-5
Molecular Formula:C₃₉H₅₇N₃O₁₁
Molecular Weight:743.895
Hs Code.:

Synonyms:N-formyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-(S)-α-amino-5-cyano-pentanoic acid-N'-tert-butyl-amide

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Chemical Property of N-formyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-(S)-α-amino-5-cyano-pentanoic acid-N'-tert-butyl-amide

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Technology Process of N-formyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-(S)-α-amino-5-cyano-pentanoic acid-N'-tert-butyl-amide

There total 4 articles about N-formyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-(S)-α-amino-5-cyano-pentanoic acid-N'-tert-butyl-amide 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: 81.0%

: 64-18-6
formic acid

: 3350-74-1
5-oxopentanenitrile

: 100-47-0
benzonitrile

: 108342-87-6,120029-97-2,120030-03-7
N-[2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl]amine

: 112023-01-5
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[((R)-4-cyano-1-phenylcarbamoyl-butyl)-formyl-amino]-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester

: 112023-01-5
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[((S)-4-cyano-1-phenylcarbamoyl-butyl)-formyl-amino]-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: With zinc chloride diethyl ether; In tetrahydrofuran; at -25 ℃; for 24h;
DOI:10.1021/ja00210a084

Reference yield: 81.0%

: 64-18-6
formic acid

: 3350-74-1
5-oxopentanenitrile

: 100-47-0
benzonitrile

: 108342-87-6,120029-97-2,120030-03-7
N-[2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl]amine

: 112023-01-5
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[((R)-4-cyano-1-phenylcarbamoyl-butyl)-formyl-amino]-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester

: 112023-01-5
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-2-[((S)-4-cyano-1-phenylcarbamoyl-butyl)-formyl-amino]-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: With zinc chloride diethyl ether; In tetrahydrofuran; at -25 ℃; for 24h;
DOI:10.1021/ja00210a084

Reference yield: 80.0%

: 64-18-6
formic acid

: 3350-74-1
5-oxopentanenitrile

: 1197040-29-1,931-54-4
phenyl isocyanate

: 108342-87-6
tetra-O-pivaloyl-β-D-galactopyranosylamine

: 112023-01-5
N-formyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-(R)-α-amino-5-cyano-pentanoic acid-N'-tert-butyl-amide

: 112023-01-5
N-formyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-(S)-α-amino-5-cyano-pentanoic acid-N'-tert-butyl-amide

Guidance literature:: With zinc chloride diethyl ether; In tetrahydrofuran; dichloromethane; at -25 ℃; for 24h; Yields of byproduct given;
DOI:10.1016/S0040-4020(01)86054-3