N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1(S)-amino-1-phenyl-3-butene

Base Information

• Chemical Name: N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1(S)-amino-1-phenyl-3-butene
• CAS No.: 130887-59-1
• Molecular Formula: C₃₆H₅₅NO₉
• Molecular Weight: 645.834
• Mol file: 130887-59-1.mol

Synonyms:N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1(S)-amino-1-phenyl-3-butene

Chemical Property of N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1(S)-amino-1-phenyl-3-butene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1(S)-amino-1-phenyl-3-butene

There total 3 articles about N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1(S)-amino-1-phenyl-3-butene 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: 65.0%

N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine (121732-95-4) + allyl-trimethyl-silane (762-72-1) → (1R)-N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1-amino-1-phenyl-3-butene (135866-16-9) + N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1(S)-amino-1-phenyl-3-butene (130887-59-1)

Guidance literature:

With tin(IV) chloride; In tetrahydrofuran; Yields of byproduct given; 1.) 0 deg C, 1 h, 2.) r.t., 3 d;

DOI:10.1021/jo00020a033

Reference yield:

allyltributylstanane (24850-33-7) + N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine (121732-95-4) → (1R)-N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1-amino-1-phenyl-3-butene (135866-16-9) + N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1(S)-amino-1-phenyl-3-butene (130887-59-1)

Guidance literature:

N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine; With tin(IV) chloride; In tetrahydrofuran; at -78 ℃; for 2.5h;

allyltributylstanane; In tetrahydrofuran; at -78 - 20 ℃; Title compound not separated from byproducts;

DOI:10.1135/cccc20000816

Reference yield:

allyltributylstanane (24850-33-7) + N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine (121732-95-4) → N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1(S)-amino-1-phenyl-3-butene (130887-59-1)

Guidance literature:

With tin(IV) chloride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(97)10720-1

upstream raw materials:

N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine

allyl-trimethyl-silane

allyltributylstanane

Downstream raw materials:

(S)-N-(4-Nitrobenzyloxycarbonyl)-1-phenyl-3-butenylamine

(S)-N-(tert-Butoxycarbonyl)-1-phenyl-3-butenylamine

2,3,4,6-Tetra-O-pivaloyl-α/β-D-galactopyranose

(S)-1-phenylbut-3-en-1-amine hydrochloride