(-)-(S)-(E)-carbonic acid methyl ester 5-methyl-4-{(4-methylbenzyl)-[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enyl ester

Base Information

Chemical Name:(-)-(S)-(E)-carbonic acid methyl ester 5-methyl-4-{(4-methylbenzyl)-[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enyl ester
CAS No.:863403-31-0
Molecular Formula:C₂₆H₃₃NO₆S
Molecular Weight:487.617
Hs Code.:

Synonyms:(-)-(S)-(E)-carbonic acid methyl ester 5-methyl-4-{(4-methylbenzyl)-[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enyl ester

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Chemical Property of (-)-(S)-(E)-carbonic acid methyl ester 5-methyl-4-{(4-methylbenzyl)-[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enyl ester

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Technology Process of (-)-(S)-(E)-carbonic acid methyl ester 5-methyl-4-{(4-methylbenzyl)-[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enyl ester

There total 11 articles about (-)-(S)-(E)-carbonic acid methyl ester 5-methyl-4-{(4-methylbenzyl)-[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enyl ester 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: 95.0%

: 863403-29-6
(-)-(S)-(E)-5-methyl-4-{(4-methylbenzyl)[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enol

: 79-22-1
methyl chloroformate

: 863403-31-0
(-)-(S)-(E)-carbonic acid methyl ester 5-methyl-4-{(4-methylbenzyl)-[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1039/b504731e

Reference yield:

: 887113-19-1
4-methyl-N-[(2S)-3-methyl-1-oxobutan-2-yl]benzenesulfonamide

: 863403-31-0
(-)-(S)-(E)-carbonic acid methyl ester 5-methyl-4-{(4-methylbenzyl)-[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 11.2 g / CH₂Cl₂ / 12 h / 20 °C

2: 96 percent / DIBAL-H / CH₂Cl₂ / 2.25 h / -78 - 20 °C

3: Na; NH₃ / tetrahydrofuran / -78 °C

4: 4 Angstroem molecular sieves / methanol / 12 h / 20 °C

5: 330 mg / NaBH₃ / methanol / 1 h / 20 °C

6: 76 percent / PyBOP; Huenig's base / CH₂Cl₂ / 12 h / 20 °C

7: 95 percent / pyridine; DMAP / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; 4 A molecular sieve; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonia; sodium; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 1: Wittig homologation;
DOI:10.1039/b504731e

Reference yield:

: 863403-25-2
(-)-(S)-(E)-5-methyl-4-(4-methylbenzylamino)hex-2-en-1-ol

: 863403-31-0
(-)-(S)-(E)-carbonic acid methyl ester 5-methyl-4-{(4-methylbenzyl)-[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / PyBOP; Huenig's base / CH₂Cl₂ / 12 h / 20 °C

2: 95 percent / pyridine; DMAP / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1039/b504731e