p-tert-butylphenyl 4-[N-(2-bromobenzyl)-N-tosylamino]-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranoside

Base Information

Chemical Name:p-tert-butylphenyl 4-[N-(2-bromobenzyl)-N-tosylamino]-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranoside
CAS No.:328088-06-8
Molecular Formula:C₃₆H₄₈BrNO₅SSi
Molecular Weight:714.836
Hs Code.:

Synonyms:p-tert-butylphenyl 4-[N-(2-bromobenzyl)-N-tosylamino]-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranoside

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Chemical Property of p-tert-butylphenyl 4-[N-(2-bromobenzyl)-N-tosylamino]-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranoside

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Technology Process of p-tert-butylphenyl 4-[N-(2-bromobenzyl)-N-tosylamino]-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranoside

There total 2 articles about p-tert-butylphenyl 4-[N-(2-bromobenzyl)-N-tosylamino]-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranoside 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: 73.0%

: 328088-13-7
N-(2-bromobenzyl)-4-methylbenzenesulfonamide

: 328088-05-7
p-tert-butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-4-O-(methoxycarbonyl)-α-D-erythro-hex-2-enopyranoside

: 328088-06-8
p-tert-butylphenyl 4-[N-(2-bromobenzyl)-N-tosylamino]-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranoside

Guidance literature:: tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran; at 60 ℃; for 24h;
DOI:10.1002/1099-0690(200012)2000:24<4071::AID-EJOC4071>3.0.CO;2-1

Reference yield:

: 201233-05-8
p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

: 328088-06-8
p-tert-butylphenyl 4-[N-(2-bromobenzyl)-N-tosylamino]-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / pyridine / DMAP / CH₂Cl₂ / 24 h / 25 °C

2: 73 percent / Pd₂(dba)3; dppb / tetrahydrofuran / 24 h / 60 °C

With pyridine; dmap; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1099-0690(200012)2000:24<4071::AID-EJOC4071>3.0.CO;2-1

Reference yield: 55.0%

: 328088-06-8
p-tert-butylphenyl 4-[N-(2-bromobenzyl)-N-tosylamino]-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranoside

: D-ribo-Hex-1-enopyranoso[4,3-b]isoquinoline

Guidance literature:: With tetra(n-butyl)ammonium hydrogensulfate; triethylamine; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 80 ℃; for 48h;
DOI:10.1002/1099-0690(200012)2000:24<4071::AID-EJOC4071>3.0.CO;2-1