methyl (3R,4R)-3-(N-benzyl-tert-butyldimethylsiloxyamino)-4-(tert-butoxycarbonylamino)-5-(tert-butyldimethylsiloxy)pentanoate

Base Information

Chemical Name:methyl (3R,4R)-3-(N-benzyl-tert-butyldimethylsiloxyamino)-4-(tert-butoxycarbonylamino)-5-(tert-butyldimethylsiloxy)pentanoate
CAS No.:298198-18-2
Molecular Formula:C₄₀H₆₀N₂O₆Si₂
Molecular Weight:721.097
Hs Code.:

Synonyms:methyl (3R,4R)-3-(N-benzyl-tert-butyldimethylsiloxyamino)-4-(tert-butoxycarbonylamino)-5-(tert-butyldimethylsiloxy)pentanoate

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Chemical Property of methyl (3R,4R)-3-(N-benzyl-tert-butyldimethylsiloxyamino)-4-(tert-butoxycarbonylamino)-5-(tert-butyldimethylsiloxy)pentanoate

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Technology Process of methyl (3R,4R)-3-(N-benzyl-tert-butyldimethylsiloxyamino)-4-(tert-butoxycarbonylamino)-5-(tert-butyldimethylsiloxy)pentanoate

There total 1 articles about methyl (3R,4R)-3-(N-benzyl-tert-butyldimethylsiloxyamino)-4-(tert-butoxycarbonylamino)-5-(tert-butyldimethylsiloxy)pentanoate 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: 66.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 77086-38-5
ketene t-butyldimethylsilyl methyl acetal

: 158723-49-0,188965-46-0
(Z)-N-[(2R)-2-(tert-butoxycarbonylamino)-3-(tertbutyldiphenylsilyloxy)-propylidene]benzylamine N-oxide

: methyl (3S,4R)-3-(N-benzyl-tert-butyldimethylsiloxyamino)-4-(tert-butoxycarbonylamino)-5-(tert-butyldimethylsiloxy)pentanoate

: 298198-18-2
methyl (3R,4R)-3-(N-benzyl-tert-butyldimethylsiloxyamino)-4-(tert-butoxycarbonylamino)-5-(tert-butyldimethylsiloxy)pentanoate

Guidance literature:: In dichloromethane; at -80 - -70 ℃; for 2h;
DOI:10.1021/jo0002689

Reference yield: 44.0%

: 298198-18-2
methyl (3R,4R)-3-(N-benzyl-tert-butyldimethylsiloxyamino)-4-(tert-butoxycarbonylamino)-5-(tert-butyldimethylsiloxy)pentanoate

: 298198-09-1
methyl (3R,4R)-3-(N-benzylhydroxyamino)-4-(tert-butoxycarbonylamino)-5-hydroxy-5-(tert-butyldiphenylsiloxy)pentanoate

Guidance literature:: With acetic acid; In tetrahydrofuran; at 20 ℃; for 8h;
DOI:10.1021/jo0002689

Reference yield:

: 298198-18-2
methyl (3R,4R)-3-(N-benzyl-tert-butyldimethylsiloxyamino)-4-(tert-butoxycarbonylamino)-5-(tert-butyldimethylsiloxy)pentanoate

: 298198-22-8
2-benzyl-3-[1-(tert-butoxycarbonylamino)-2-hydroxyethyl]-5-methoxyisoxazolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 44 percent / aq. AcOH / tetrahydrofuran / 8 h / 20 °C

2: 95 percent / NaOMe / methanol / 2 h / 20 °C

3: DIBAH / CH₂Cl₂; toluene / 2 h / -80 °C

4: 0.464 g / pyridine / CH₂Cl₂ / 12 h / 20 °C

5: 89 percent / HCl / 6 h / 5 °C

With pyridine; hydrogenchloride; sodium methylate; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Hydrolysis / 2: cyclocondensation / 3: Reduction / 4: Acetylation / 5: Substitution;
DOI:10.1021/jo0002689