2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid

Base Information

Chemical Name:2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid
CAS No.:1613376-41-2
Molecular Formula:C₂₄H₂₈N₆O₆
Molecular Weight:496.523
Hs Code.:

Synonyms:2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid

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Chemical Property of 2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid

Chemical Property:

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Technology Process of 2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid

There total 6 articles about 2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid 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: 83.0%

: 1613376-40-1
(3R,5R)-benzyl 3-(2-(2-(2-(benzyloxy)-2-oxoethyl)-2-methylhydrazinyl)-2-oxoethyl)-5-(chloromethyl)isoxazolidine-2-carboxylate

: 1613376-41-2
2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid

Guidance literature:: With tetrabutylammoniun azide; In tetrahydrofuran; at 25 ℃; for 24h; Reflux;
DOI:10.1039/c4ob00537f

Reference yield:

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

: 1613376-41-2
2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: ozone; oxygen / -78 °C

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

3: ruthenium(III) chloride trihydrate; sodium periodate; water / chloroform; acetonitrile / 2 h / 20 °C

4: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 0.5 h

5: pyridine / 24 h

6: tetrabutylammoniun azide / tetrahydrofuran / 24 h / 25 °C / Reflux

With pyridine; sodium periodate; oxalyl dichloride; ruthenium(III) chloride trihydrate; boron trifluoride diethyl etherate; water; oxygen; tetrabutylammoniun azide; ozone; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile; 2: |Sakurai Allylation;
DOI:10.1039/c4ob00537f

Reference yield:

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

: 1613376-41-2
2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid

Guidance literature:: Multi-step reaction with 5 steps

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

2: ruthenium(III) chloride trihydrate; sodium periodate; water / chloroform; acetonitrile / 2 h / 20 °C

3: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 0.5 h

4: pyridine / 24 h

5: tetrabutylammoniun azide / tetrahydrofuran / 24 h / 25 °C / Reflux

With pyridine; sodium periodate; oxalyl dichloride; ruthenium(III) chloride trihydrate; boron trifluoride diethyl etherate; water; tetrabutylammoniun azide; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile; 1: |Sakurai Allylation;
DOI:10.1039/c4ob00537f