(1S,2R)-1-Benzyloxycarbonylamino-2-(2-hydroxy-ethyl)-cyclopropanecarboxylic acid

Base Information

Chemical Name:(1S,2R)-1-Benzyloxycarbonylamino-2-(2-hydroxy-ethyl)-cyclopropanecarboxylic acid
CAS No.:1027841-26-4
Molecular Formula:C₁₄H₁₇NO₅
Molecular Weight:279.293
Hs Code.:

Synonyms:(1S,2R)-1-Benzyloxycarbonylamino-2-(2-hydroxy-ethyl)-cyclopropanecarboxylic acid

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Chemical Property of (1S,2R)-1-Benzyloxycarbonylamino-2-(2-hydroxy-ethyl)-cyclopropanecarboxylic acid

Chemical Property:

Purity/Quality:

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Technology Process of (1S,2R)-1-Benzyloxycarbonylamino-2-(2-hydroxy-ethyl)-cyclopropanecarboxylic acid

There total 8 articles about (1S,2R)-1-Benzyloxycarbonylamino-2-(2-hydroxy-ethyl)-cyclopropanecarboxylic 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:

: 161111-14-4
(1S,6R)-1--3-oxabicyclo<4.1.0>-2-heptanone

: 1027841-26-4
(1S,2R)-1-Benzyloxycarbonylamino-2-(2-hydroxy-ethyl)-cyclopropanecarboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/jo00097a040

Reference yield:

: 161111-11-1
Di-tert-butyl (R)-2-(2-(benzyloxy)ethyl)cyclopropane-1,1-dicarboxylate

: 1027841-26-4
(1S,2R)-1-Benzyloxycarbonylamino-2-(2-hydroxy-ethyl)-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / H₂ / 10percent Pd/C / methanol

2: CF₃COOH / CH₂Cl₂ / Heating

3: TEA / acetone / 0.5 h

4: NaN₃ / acetone; H₂O / 0.5 h

5: Heating

6: aq. LiOH / tetrahydrofuran / Ambient temperature

With lithium hydroxide; sodium azide; TEA; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1021/jo00097a040

Reference yield:

: 161111-10-0
Di-tert-butyl (4-(benzyloxy)-(S)-2-(tosyloxy)butyl)malonate

: 1027841-26-4
(1S,2R)-1-Benzyloxycarbonylamino-2-(2-hydroxy-ethyl)-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / KHMDS / tetrahydrofuran / 1.) -78 to 0 deg C, 20 min, 2.) 0 deg C, 20 min

2: 99 percent / H₂ / 10percent Pd/C / methanol

3: CF₃COOH / CH₂Cl₂ / Heating

4: TEA / acetone / 0.5 h

5: NaN₃ / acetone; H₂O / 0.5 h

6: Heating

7: aq. LiOH / tetrahydrofuran / Ambient temperature

With lithium hydroxide; sodium azide; TEA; hydrogen; potassium hexamethylsilazane; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1021/jo00097a040