(1R,2S,4R)-N-Boc-1-amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester

Base Information

Chemical Name:(1R,2S,4R)-N-Boc-1-amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester
CAS No.:321744-17-6
Molecular Formula:C₁₂H₂₁NO₅
Molecular Weight:259.302
Hs Code.:
DSSTox Substance ID:DTXSID30370349
Nikkaji Number:J1.479.725D
Wikidata:Q82157533
Mol file:321744-17-6.mol

Synonyms:321744-17-6;(1R,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER;methyl (1R,3S,4R)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylate;(1R,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLO-PENTANE-4-CARBOXYLIC ACID METHYL ESTER;Methyl (1R,3R,4S)-3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentane-1-carboxylate;SCHEMBL7202781;DTXSID30370349;SSATZBUCOTXXGA-HLTSFMKQSA-N;MFCD02259722;(1R,2S,4R)-N-Boc-1-Amino-2-hydroxycyclopentane-4-carboxylic acid(OMe);(1R,3R,4S)-3-tert-Butoxycarbonylamino-4-hydroxycyclopentanecarboxylic acid methyl ester;3beta-[(tert-Butyloxycarbonyl)amino]-4beta-hydroxycyclopentane-1alpha-carboxylic acid methyl ester

Suppliers and Price of (1R,2S,4R)-N-Boc-1-amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
(1R,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER 95.00%
5MG
$ 501.04

Total 1 raw suppliers

Chemical Property of (1R,2S,4R)-N-Boc-1-amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester

Chemical Property:

Vapor Pressure:2.9E-07mmHg at 25°C
Refractive Index:1.4596 (estimate)
Boiling Point:378°Cat760mmHg
Flash Point:182.4°C
PSA：84.86000
Density:1.16g/cm³
LogP:1.21450
XLogP3:0.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:259.14197277
Heavy Atom Count:18
Complexity:323

Purity/Quality:: (1R,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
Safety Statements: S24/25:Avoid contact with skin and eyes.;

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)OC(=O)NC1CC(CC1O)C(=O)OC
Isomeric SMILES:CC(C)(C)OC(=O)N[C@@H]1C[C@H](C[C@@H]1O)C(=O)OC

Technology Process of (1R,2S,4R)-N-Boc-1-amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester

There total 8 articles about (1R,2S,4R)-N-Boc-1-amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester 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: 100.0%

: 329910-42-1
(3R,4S)-4-tert-butoxycarbonylamino-3-hydroxycyclopent-1-enecarboxylic acid methyl ester

: 321744-17-6,321744-18-7
(1R,3R,4S)-3-tert-butoxycarbonylamino-4-hydroxycyclopentanecarboxylic acid methyl ester

Guidance literature:: With hydrogen; (-)-1,2-bis-((2R,5R)-2,5-dimethylphospholano)-benzene-(cyclooctadiene)-rhodium(I) tetrafluoroborate; In methanol; for 14h;
DOI:10.1016/S0040-4039(00)02210-3

Reference yield:

: 168683-02-1
(1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate

: 321744-17-6,321744-18-7
(1R,3R,4S)-3-tert-butoxycarbonylamino-4-hydroxycyclopentanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-bromosuccinimide / tetrahydrofuran; H₂O / 17 h / 20 °C

2.1: KOH / H₂O; methanol / 48 h / 90 °C

2.2: 40 g / tetrahydrofuran; H₂O / 14 h / 20 °C / pH 10.5

3.1: 87 percent / triethylamine / methanol / 16 h / 0 - 20 °C

4.1: 100 percent / H₂ / [(R,R)-(Me-DuPHOS)-Rh(COD)]BF₄ / methanol / 14 h / 20 °C / 3750.38 Torr

With potassium hydroxide; N-Bromosuccinimide; hydrogen; triethylamine; 1,2-bis((2R,5R)-2,5-dimethylphospholano)benzene(cyclooctadiene)rhodium(I)tetrafluoroborate; In tetrahydrofuran; methanol; water;
DOI:10.1016/j.tet.2003.10.116

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 321744-17-6,321744-18-7
(1R,3R,4S)-3-tert-butoxycarbonylamino-4-hydroxycyclopentanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: KOH / H₂O; methanol / 48 h / 90 °C

1.2: 40 g / tetrahydrofuran; H₂O / 14 h / 20 °C / pH 10.5

2.1: 87 percent / triethylamine / methanol / 16 h / 0 - 20 °C

3.1: 100 percent / H₂ / [(R,R)-(Me-DuPHOS)-Rh(COD)]BF₄ / methanol / 14 h / 20 °C / 3750.38 Torr

With potassium hydroxide; hydrogen; triethylamine; 1,2-bis((2R,5R)-2,5-dimethylphospholano)benzene(cyclooctadiene)rhodium(I)tetrafluoroborate; In methanol; water;
DOI:10.1016/j.tet.2003.10.116