2-benzyl-3-[1-(tert-butoxycarbonylamino)-2-hydroxyethyl]-5-methoxyisoxazolidine

Base Information

Chemical Name:2-benzyl-3-[1-(tert-butoxycarbonylamino)-2-hydroxyethyl]-5-methoxyisoxazolidine
CAS No.:298198-22-8
Molecular Formula:C₁₈H₂₈N₂O₅
Molecular Weight:352.431
Hs Code.:

Synonyms:2-benzyl-3-[1-(tert-butoxycarbonylamino)-2-hydroxyethyl]-5-methoxyisoxazolidine

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Chemical Property of 2-benzyl-3-[1-(tert-butoxycarbonylamino)-2-hydroxyethyl]-5-methoxyisoxazolidine

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Technology Process of 2-benzyl-3-[1-(tert-butoxycarbonylamino)-2-hydroxyethyl]-5-methoxyisoxazolidine

There total 10 articles about 2-benzyl-3-[1-(tert-butoxycarbonylamino)-2-hydroxyethyl]-5-methoxyisoxazolidine 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: 89.0%

: 67-56-1
methanol

: 298198-15-9
acetic acid 2-benzyl-3-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-isoxazolidin-5-yl ester

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

Guidance literature:: With hydrogenchloride; at 5 ℃; for 6h;
DOI:10.1021/jo0002689

Reference yield: 58.0%

: 67-56-1
methanol

: (3R)-5-acetoxy-2-benzyl-3-[(4R)-2,2-dimethyl-3-(tert-butoxycarbonylamino)-1,3-oxazolidin-4-yl]isoxazolidine

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

Guidance literature:: With toluene-4-sulfonic acid;
DOI:10.1021/jo0002689

Reference yield:

: 29601-98-7
N-benzylhydroxylamine hydrochloride

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

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 12 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; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Michael addition / 2: cyclocondensation / 3: Reduction / 4: Acetylation / 5: Substitution;
DOI:10.1021/jo0002689