(1R,3S,4R)-Methyl 3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate

Base Information

Chemical Name:(1R,3S,4R)-Methyl 3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate
CAS No.:321744-23-4
Molecular Formula:C₁₂H₂₁NO₅
Molecular Weight:259.302
Hs Code.:29221985
DSSTox Substance ID:DTXSID80427438
Nikkaji Number:J1.562.824C
Wikidata:Q82240097
Mol file:321744-23-4.mol

Synonyms:321744-23-4;(1R,3S,4R)-Methyl 3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate;methyl (1R,3R,4S)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylate;Methyl (1R,3S,4R)-3-{[(tert-butoxy)carbonyl]amino}-4-hydroxycyclopentane-1-carboxylate;Methyl (1R,3S,4R)-3-(boc-amino)-4-hydroxycyclopentane-1-carboxylate;Methyl (1r,3s,4r)-3-([(tert-butoxy)carbonyl]amino)-4-hydroxycyclopentane-1-carboxylate;methyl (1r,3s,4r)-3-{[(tert-butoxy)carbonyl]amino-4-hydroxycyclopentane-1-carboxylate;(1S,2R,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER;SCHEMBL22042682;DTXSID80427438;WMA74423;AS-54306;CS-0029619;P17735;EN300-19653178;(1R,3S,4R)-Methyl3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate;Methyl (1R,3S,4R)-3-[(tert-butoxycarbonyl)amino]-4-hydroxycyclopentane-1-carboxylate;3alpha-[(tert-Butyloxycarbonyl)amino]-4alpha-hydroxycyclopentane-1alpha-carboxylic acid methyl ester

Suppliers and Price of (1R,3S,4R)-Methyl 3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate

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
(1S,2R,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER 95.00%
250MG
$ 965.35

Total 6 raw suppliers

Chemical Property of (1R,3S,4R)-Methyl 3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate

Chemical Property:

Vapor Pressure:2.9E-07mmHg at 25°C
Refractive Index:1.4596 (estimate)
Boiling Point:378°Cat760mmHg
PKA:11.62±0.60(Predicted)
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:

99% ^*data from raw suppliers

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

Safty Information:

Pictogram(s):
Hazard Codes:Xn
Statements: 22
Safety Statements: 24/25

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,3S,4R)-Methyl 3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate

There total 9 articles about (1R,3S,4R)-Methyl 3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate 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:

: 251326-99-5
(1R,4S)-N-tert-butoxycarbonyl-4-aminocyclopent-2-ene-1-carboxylic acid methyl ester

: 321744-23-4,321744-18-7
(1R,3S,4R)-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: tetrahydrofuran; H₂O / 14 h / 20 °C / pH 10.5

3.1: H₂ / Pd/C / methanol / 18 h / 20 °C / 1500.15 Torr

4.1: triethylamine / methanol / 5 - 20 °C

With potassium hydroxide; N-Bromosuccinimide; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; water;
DOI:10.1016/j.tet.2003.10.116

Reference yield:

: 329910-36-3
(3R,4S)-4-tert-butoxycarbonylamino-3-hydroxycyclopent-1-enecarboxylic acid

: 321744-23-4,321744-18-7
(1R,3S,4R)-3-tert-butoxycarbonylamino-4-hydroxycyclopentanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 18 h / 20 °C / 1500.15 Torr

2: triethylamine / methanol / 5 - 20 °C

With hydrogen; triethylamine; palladium on activated charcoal; In methanol;
DOI:10.1016/j.tet.2003.10.116