methyl (1S,3R,4R)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylate

Base Information

Chemical Name:methyl (1S,3R,4R)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylate
CAS No.:321744-16-5
Molecular Formula:C₁₂H₂₁NO₅
Molecular Weight:259.302
Hs Code.:
DSSTox Substance ID:DTXSID70370348
Nikkaji Number:J1.479.722J
Mol file:321744-16-5.mol

Synonyms:321744-16-5;methyl (1S,3R,4R)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylate;methyl (1S,3R,4R)-3-{[(tert-butoxy)carbonyl]amino}-4-hydroxycyclopentane-1-carboxylate;(1r,2r,4s)-n-boc-1-amino-2-hydroxycyclopentane-4-carboxylic acid methyl ester;CID 2734527;(1S,3R,4R)-Methyl 3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentane carboxylate;(1S,3R,4R)-Methyl 3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate;methyl (1s,3r,4r)-3-{[(tert-butoxy)carbonyl]amino-4-hydroxycyclopentane-1-carboxylate;Methyl (1S,3R,4R)-3-(Boc-amino)-4-hydroxycyclopentane-1-carboxylate;Cyclopentanecarboxylicacid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-, methyl ester,(1S,3R,4R)-;SCHEMBL2846534;DTXSID70370348;SSATZBUCOTXXGA-DJLDLDEBSA-N;WMA74416;MFCD02259720;(1R,2R,4S)-N-BOC-1-AMINO-2-HYDROXYCYCLO-PENTANE-4-CARBOXYLIC ACID METHYL ESTER;AS-53231;CS-0029240;P16225;EN300-7364600;(1S,3R,4R)-Methyl3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate;Methyl (1S,3R,4R)-3-[(tert-butoxycarbonyl)amino]-4-hydroxycyclopentane-1-carboxylate;3beta-[(tert-Butyloxycarbonyl)amino]-4alpha-hydroxycyclopentane-1beta-carboxylic acid methyl ester

Suppliers and Price of methyl (1S,3R,4R)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylate

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

TRC
(1S,3R,4R)-Methyl3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate
25mg
$ 165.00

Medical Isotopes, Inc.
(1S,3R,4R)-Methyl3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate
25 mg
$ 650.00

Medical Isotopes, Inc.
(1S,3R,4R)-Methyl3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate
250 mg
$ 2200.00

Crysdot
(1S,3R,4R)-Methyl3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate 95+%
1g
$ 1933.00

American Custom Chemicals Corporation
(1R,2R,4S)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER 95.00%
5MG
$ 496.97

Total 8 raw suppliers

Chemical Property of methyl (1S,3R,4R)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylate

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:

97% ^*data from raw suppliers

(1S,3R,4R)-Methyl3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentanecarboxylate ^*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
Uses (1S,3R,4R)-Methyl 3-((tert-butoxycarbonyl)amino)-4-hydroxycyclopentane carboxylate, can be used in the synthesis of stereoisomers of a tri-functionalized cyclopentane, which are the valuable building blocks in pharmaceutical discovery.

Technology Process of methyl (1S,3R,4R)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylate

There total 13 articles about methyl (1S,3R,4R)-3-hydroxy-4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylate 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: 98.0%

: 352226-76-7
(1S,3R,4R)-3-Acetoxy-4-tert-butoxycarbonylamino-cyclopentanecarboxylic acid methyl ester

: 321744-16-5,321744-18-7
(1R,2R,4S)-1-(tert-butoxycarbonylamino)-2-hydroxycyclopentane-4-carboxylic acid methyl ester

Guidance literature:: With sodium methylate; In methanol; at 5 ℃; for 7h;
DOI:10.1016/S0957-4166(01)00108-2

Reference yield:

: 329910-38-5
(1S,3R,4S)-3-tert-Butoxycarbonylamino-4-methanesulfonyloxy-cyclopentanecarboxylic acid methyl ester

: 321744-16-5,321744-18-7
(1R,2R,4S)-1-(tert-butoxycarbonylamino)-2-hydroxycyclopentane-4-carboxylic acid methyl ester

Guidance literature:: (1S,3R,4S)-3-tert-Butoxycarbonylamino-4-methanesulfonyloxy-cyclopentanecarboxylic acid methyl ester; With potassium acetate; In N,N-dimethyl-formamide; at 60 ℃; for 72h;

With sodium methylate; In methanol; at 0 ℃; for 7h; Further stages.;
DOI:10.1016/j.tet.2003.10.116

Reference yield:

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

: 321744-16-5,321744-18-7
(1R,2R,4S)-1-(tert-butoxycarbonylamino)-2-hydroxycyclopentane-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 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: H₂ / Pd/C / methanol / 18 h / 20 °C / 1500.15 Torr

3.1: 59 g / triethylamine / methanol / 5 - 20 °C

4.1: triethylamine; DMAP / CH₂Cl₂ / 0.75 h / 0 °C

5.1: KOAc / dimethylformamide / 72 h / 60 °C

5.2: 18.6 g / NaOMe / methanol / 7 h / 0 °C

With dmap; potassium hydroxide; hydrogen; potassium acetate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2003.10.116