D-Proline, 5-((1R,2S)-1-(acetylamino)-2-methoxy-2-methylpentyl)-4-(1Z)-1-propenyl-, (4S,5R)-

Base Information

Chemical Name:D-Proline, 5-((1R,2S)-1-(acetylamino)-2-methoxy-2-methylpentyl)-4-(1Z)-1-propenyl-, (4S,5R)-
CAS No.:335679-69-1
Molecular Formula:C17H30N2O4
Molecular Weight:326.4311
Hs Code.:
UNII:H8E590FKGW
Wikidata:Q27279764
ChEMBL ID:CHEMBL473062

Synonyms:A 315675;A-315675;A315675

Suppliers and Price of D-Proline, 5-((1R,2S)-1-(acetylamino)-2-methoxy-2-methylpentyl)-4-(1Z)-1-propenyl-, (4S,5R)-

Supply Marketing:

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

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Chemical Property of D-Proline, 5-((1R,2S)-1-(acetylamino)-2-methoxy-2-methylpentyl)-4-(1Z)-1-propenyl-, (4S,5R)-

Chemical Property:

Vapor Pressure:3.02E-12mmHg at 25°C
Boiling Point:520.9°C at 760 mmHg
Flash Point:268.8°C
PSA：91.15000
Density:1.101g/cm³
LogP:2.87280
XLogP3:-0.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:8
Exact Mass:326.22055744
Heavy Atom Count:23
Complexity:452

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCC(C)(C(C1C(CC(N1)C(=O)O)C=CC)NC(=O)C)OC
Isomeric SMILES:CCC[C@@](C)([C@@H]([C@H]1[C@@H](C[C@@H](N1)C(=O)O)/C=C\C)NC(=O)C)OC

Technology Process of D-Proline, 5-((1R,2S)-1-(acetylamino)-2-methoxy-2-methylpentyl)-4-(1Z)-1-propenyl-, (4S,5R)-

There total 49 articles about D-Proline, 5-((1R,2S)-1-(acetylamino)-2-methoxy-2-methylpentyl)-4-(1Z)-1-propenyl-, (4S,5R)- 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: 70.0%

: 335692-78-9
tert-butyl (2R,3S,5R)-5-cyano-2-{(1R,2S)-2-methoxy-2-methyl-1-[(acetylamino)pentyl]}-3-[(1Z)-prop-1-enyl]pyrrolidine-1-carboxylate

: 335679-69-1
A-315675

Guidance literature:: With hydrogenchloride; acetic acid; at 20 ℃; for 3h;
DOI:10.1021/ja0126226

Reference yield:

: 176108-62-6
(R)-4-but-3-enoyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 335679-69-1
A-315675

Guidance literature:: Multi-step reaction with 18 steps

1.1: 99 percent / H₂ / Pd/C / methanol / 14 h / 20 °C / atmospheric pressure

2.1: 92 percent / tetrahydrofuran / -78 - 20 °C

3.1: 99 percent / NaH; Bu₄NI / dimethylformamide / 16 h / 20 °C

4.1: 90 percent / p-TsOH; methanol / 0.5 h / 20 °C

5.1: SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 2 h / 20 °C

6.1: 90 percent / MgSO₄ / CH₂Cl₂ / 4 h / 20 °C

7.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

7.2: 90 percent / BF₃*Et₂O / tetrahydrofuran; hexane / 1 h / -78 °C

8.1: H₂ / Lindlar's catalyst / ethyl acetate / 20 °C / atmospheric pressure

9.1: 62 mg / Mo(CO)6 / acetonitrile; H₂O / Heating

10.1: CuBr*Me₂S / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

10.2: 91 percent / TMSCl; DMPU / tetrahydrofuran; diethyl ether / 1 h / -78 - -20 °C

11.1: TFA / CH₂Cl₂ / 2 h / 20 °C

12.1: 0.5 h / 20 °C

13.1: ceric ammonium nitrate / acetonitrile; H₂O / 2 h / 45 °C

14.1: 309 mg / Et₃N / DMAP / acetonitrile / 20 °C

15.1: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C

16.1: pTsOH*H₂O / 20 °C

17.1: 64 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / -78 - -50 °C

18.1: 70 percent / aq. HCl; AcOH / 3 h / 20 °C

With hydrogenchloride; methanol; n-butyllithium; ammonium cerium(IV) nitrate; copper(I) bromide dimethylsulfide complex; hexacarbonyl molybdenum; pyridine-SO₃ complex; boron trifluoride diethyl etherate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; magnesium sulfate; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; dmap; palladium on activated charcoal; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 5.1: Parikh-Doering oxidation;
DOI:10.1021/ja0126226

Reference yield:

: 335693-75-9
(1S,2S)-(1-formyl-2-methoxy-2-methylpentyl)-carbamic acid tert-butyl ester

: 335679-69-1
A-315675

Guidance literature:: Multi-step reaction with 13 steps

1.1: 90 percent / MgSO₄ / CH₂Cl₂ / 4 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 90 percent / BF₃*Et₂O / tetrahydrofuran; hexane / 1 h / -78 °C

3.1: H₂ / Lindlar's catalyst / ethyl acetate / 20 °C / atmospheric pressure

4.1: 62 mg / Mo(CO)6 / acetonitrile; H₂O / Heating

5.1: CuBr*Me₂S / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C

5.2: 91 percent / TMSCl; DMPU / tetrahydrofuran; diethyl ether / 1 h / -78 - -20 °C

6.1: TFA / CH₂Cl₂ / 2 h / 20 °C

7.1: 0.5 h / 20 °C

8.1: ceric ammonium nitrate / acetonitrile; H₂O / 2 h / 45 °C

9.1: 309 mg / Et₃N / DMAP / acetonitrile / 20 °C

10.1: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C

11.1: pTsOH*H₂O / 20 °C

12.1: 64 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / -78 - -50 °C

13.1: 70 percent / aq. HCl; AcOH / 3 h / 20 °C

With hydrogenchloride; n-butyllithium; ammonium cerium(IV) nitrate; copper(I) bromide dimethylsulfide complex; hexacarbonyl molybdenum; boron trifluoride diethyl etherate; hydrogen; lithium triethylborohydride; magnesium sulfate; toluene-4-sulfonic acid; acetic acid; triethylamine; trifluoroacetic acid; dmap; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/ja0126226