(3S,5R)-3-allyl-2-benzyloxycarbonyl-5-chloromethylisoxazolidine

Base Information

Chemical Name:(3S,5R)-3-allyl-2-benzyloxycarbonyl-5-chloromethylisoxazolidine
CAS No.:1613376-37-6
Molecular Formula:C₁₅H₁₈ClNO₃
Molecular Weight:295.766
Hs Code.:

Synonyms:(3S,5R)-3-allyl-2-benzyloxycarbonyl-5-chloromethylisoxazolidine

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Chemical Property of (3S,5R)-3-allyl-2-benzyloxycarbonyl-5-chloromethylisoxazolidine

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Technology Process of (3S,5R)-3-allyl-2-benzyloxycarbonyl-5-chloromethylisoxazolidine

There total 2 articles about (3S,5R)-3-allyl-2-benzyloxycarbonyl-5-chloromethylisoxazolidine 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: 88.0%

: (5R)-2-benzyloxycarbonyl-5-chloromethyl-3-methoxyisoxazolidine

: 762-72-1
allyl-trimethyl-silane

: 1613376-37-6
(3S,5R)-3-allyl-2-benzyloxycarbonyl-5-chloromethylisoxazolidine

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -70 - -40 ℃; for 24h; stereoselective reaction;
DOI:10.1039/c4ob00537f

Reference yield:

: 1613376-35-4
(R)-benzyl (1-chloropent-4-en-2-yl)oxycarbamate

: 1613376-37-6
(3S,5R)-3-allyl-2-benzyloxycarbonyl-5-chloromethylisoxazolidine

Guidance literature:: Multi-step reaction with 2 steps

1: ozone; oxygen / -78 °C

2: boron trifluoride diethyl etherate / dichloromethane / 24 h / -70 - -40 °C

With boron trifluoride diethyl etherate; oxygen; ozone; In dichloromethane; 2: |Sakurai Allylation;
DOI:10.1039/c4ob00537f

Reference yield: 96.0%

: 1613376-37-6
(3S,5R)-3-allyl-2-benzyloxycarbonyl-5-chloromethylisoxazolidine

: 1613376-39-8
2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid

Guidance literature:: With sodium periodate; ruthenium(III) chloride trihydrate; water; In chloroform; acetonitrile; at 20 ℃; for 2h;
DOI:10.1039/c4ob00537f