(2R,3R)-3-{[(tert-butoxy)carbonyl]amino}-4-phenyl-2-[(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)amino]butanenitrile

Base Information

Chemical Name:(2R,3R)-3-{[(tert-butoxy)carbonyl]amino}-4-phenyl-2-[(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)amino]butanenitrile
CAS No.:944835-78-3
Molecular Formula:C₄₁H₆₃N₃O₁₁
Molecular Weight:773.965
Hs Code.:

Synonyms:(2R,3R)-3-{[(tert-butoxy)carbonyl]amino}-4-phenyl-2-[(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)amino]butanenitrile

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R)-3-{[(tert-butoxy)carbonyl]amino}-4-phenyl-2-[(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)amino]butanenitrile

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Technology Process of (2R,3R)-3-{[(tert-butoxy)carbonyl]amino}-4-phenyl-2-[(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)amino]butanenitrile

There total 3 articles about (2R,3R)-3-{[(tert-butoxy)carbonyl]amino}-4-phenyl-2-[(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)amino]butanenitrile 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:

: 944835-76-1
C₄₀H₆₂N₂O₁₁

: 7677-24-9
trimethylsilyl cyanide

: 944835-78-3
(2R,3R)-3-{[(tert-butoxy)carbonyl]amino}-4-phenyl-2-[(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)amino]butanenitrile

Guidance literature:: With copper(I) bromide dimethylsulfide complex; In dichloromethane; at -78 - 0 ℃; for 6h;
DOI:10.1002/hlca.200790094

Reference yield:

: 77119-85-8
N-(tert-butoxycarbonyl)-D-phenylalaninal

: 944835-78-3
(2R,3R)-3-{[(tert-butoxy)carbonyl]amino}-4-phenyl-2-[(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)amino]butanenitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 4A MS / CH₂Cl₂ / 5 h / 20 °C

2: 0.703 g / CuBr*Me₂S / CH₂Cl₂ / 6 h / -78 - 0 °C

With copper(I) bromide dimethylsulfide complex; In dichloromethane; 2: Strecker reaction;
DOI:10.1002/hlca.200790094

Reference yield:

: 888963-33-5
N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)amine

: 944835-78-3
(2R,3R)-3-{[(tert-butoxy)carbonyl]amino}-4-phenyl-2-[(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)amino]butanenitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 4A MS / CH₂Cl₂ / 5 h / 20 °C

2: 0.703 g / CuBr*Me₂S / CH₂Cl₂ / 6 h / -78 - 0 °C

With copper(I) bromide dimethylsulfide complex; In dichloromethane; 2: Strecker reaction;
DOI:10.1002/hlca.200790094