N-1-[benzyloxymethyl-4-(tertbutyldimethylsilanoxy)but-2-ynyl]-N-but-2-ynyl-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-1-[benzyloxymethyl-4-(tertbutyldimethylsilanoxy)but-2-ynyl]-N-but-2-ynyl-4-methylbenzenesulfonamide
CAS No.:536744-94-2
Molecular Formula:C₂₉H₃₉NO₄SSi
Molecular Weight:525.784
Hs Code.:

Synonyms:N-1-[benzyloxymethyl-4-(tertbutyldimethylsilanoxy)but-2-ynyl]-N-but-2-ynyl-4-methylbenzenesulfonamide

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Chemical Property of N-1-[benzyloxymethyl-4-(tertbutyldimethylsilanoxy)but-2-ynyl]-N-but-2-ynyl-4-methylbenzenesulfonamide

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Technology Process of N-1-[benzyloxymethyl-4-(tertbutyldimethylsilanoxy)but-2-ynyl]-N-but-2-ynyl-4-methylbenzenesulfonamide

There total 6 articles about N-1-[benzyloxymethyl-4-(tertbutyldimethylsilanoxy)but-2-ynyl]-N-but-2-ynyl-4-methylbenzenesulfonamide 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: 86.0%

: 286376-23-6
4-methyl-N-(prop-1-yn-1-yl)benzenesulfonamide

: 536745-03-6
1-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pent-3-yn-2-ol

: 536744-94-2
N-1-[benzyloxymethyl-4-(tertbutyldimethylsilanoxy)but-2-ynyl]-N-but-2-ynyl-4-methylbenzenesulfonamide

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 48h;
DOI:10.1021/ol034241y

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 536744-94-2
N-1-[benzyloxymethyl-4-(tertbutyldimethylsilanoxy)but-2-ynyl]-N-but-2-ynyl-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

1.2: 99 percent / tetrahydrofuran / -78 - -40 °C

2.1: 99 percent / aq. NaHCO₃; TEMPO; KBr / NaOCl / CH₂Cl₂ / 1.5 h

3.1: 85 percent / LiAlH₄; MeOH; (R)-BINOL / tetrahydrofuran / 0.5 h / -100 - -78 °C

4.1: Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C

With methanol; 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium aluminium tetrahydride; n-butyllithium; di-isopropyl azodicarboxylate; (R)-1,1'-Bi-2-naphthol; sodium hydrogencarbonate; triphenylphosphine; potassium bromide; sodium hypochlorite; In tetrahydrofuran; dichloromethane; 4.1: Mitsunobu reaction;
DOI:10.1021/ja043097o

Reference yield:

: 76782-82-6
tert-Butyldimethyl(prop-2-ynyloxy)silane

: 536744-94-2
N-1-[benzyloxymethyl-4-(tertbutyldimethylsilanoxy)but-2-ynyl]-N-but-2-ynyl-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

1.2: 99 percent / tetrahydrofuran / -78 - -40 °C

2.1: 99 percent / aq. NaHCO₃; TEMPO; KBr / NaOCl / CH₂Cl₂ / 1.5 h

3.1: 85 percent / LiAlH₄; MeOH; (R)-BINOL / tetrahydrofuran / 0.5 h / -100 - -78 °C

4.1: Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C

With methanol; 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium aluminium tetrahydride; n-butyllithium; di-isopropyl azodicarboxylate; (R)-1,1'-Bi-2-naphthol; sodium hydrogencarbonate; triphenylphosphine; potassium bromide; sodium hypochlorite; In tetrahydrofuran; dichloromethane; 4.1: Mitsunobu reaction;
DOI:10.1021/ja043097o