[(1R,3R)-1-[4-(Allyloxycarbonylaminomethyl)phenyl]-3,4-dihydroxybutyl]carbamic acid allyl ester

Base Information

Chemical Name:[(1R,3R)-1-[4-(Allyloxycarbonylaminomethyl)phenyl]-3,4-dihydroxybutyl]carbamic acid allyl ester
CAS No.:263155-21-1
Molecular Formula:C₁₉H₂₆N₂O₆
Molecular Weight:378.425
Hs Code.:
DSSTox Substance ID:DTXSID501106454
Nikkaji Number:J1.235.564E

Synonyms:DTXSID501106454;[(1R,3R)-1-[4-(Allyloxycarbonylaminomethyl)phenyl]-3,4-dihydroxybutyl]carbamic acid allyl ester;263155-21-1;Carbamic acid, [[4-[(1R,3R)-3,4-dihydroxy-1-[[(2-propenyloxy)carbonyl]amino]butyl]phenyl]methyl]-, 2-propenyl ester

Suppliers and Price of [(1R,3R)-1-[4-(Allyloxycarbonylaminomethyl)phenyl]-3,4-dihydroxybutyl]carbamic acid allyl ester

Supply Marketing:

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

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Chemical Property of [(1R,3R)-1-[4-(Allyloxycarbonylaminomethyl)phenyl]-3,4-dihydroxybutyl]carbamic acid allyl ester

Chemical Property:

XLogP3:1.3
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:13
Exact Mass:378.17908655
Heavy Atom Count:27
Complexity:477

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C=CCOC(=O)NCC1=CC=C(C=C1)C(CC(CO)O)NC(=O)OCC=C
Isomeric SMILES:C=CCOC(=O)NCC1=CC=C(C=C1)[C@@H](C[C@H](CO)O)NC(=O)OCC=C

Technology Process of [(1R,3R)-1-[4-(Allyloxycarbonylaminomethyl)phenyl]-3,4-dihydroxybutyl]carbamic acid allyl ester

There total 27 articles about [(1R,3R)-1-[4-(Allyloxycarbonylaminomethyl)phenyl]-3,4-dihydroxybutyl]carbamic acid allyl 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:

: [(R)-1-[4-(Allyloxycarbonylamino-methyl)-phenyl]-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-carbamic acid allyl ester

: 263155-21-1
(1R,3R)-N-allyloxycarbonyl-1-(4-N-allyloxycarbonylaminomethyl)phenyl-3,4-O-isopropylidene-3,4-dihydroxybutylamine

Guidance literature:: With hydrogenchloride; In methanol; at 20 ℃; for 1h;
DOI:10.1016/S0968-0896(00)00125-5

Reference yield:

: 87736-74-1
4-(tert-butyldimethylsiloxymethyl)bromobenzene

: 263155-21-1
(1R,3R)-N-allyloxycarbonyl-1-(4-N-allyloxycarbonylaminomethyl)phenyl-3,4-O-isopropylidene-3,4-dihydroxybutylamine

Guidance literature:: Multi-step reaction with 13 steps

1: 88 percent / n-BuLi / tetrahydrofuran / -70 °C

2: 88 percent / tetrapropylammonium perruthenate; 4-methylmorpholine / CH₂Cl₂

3: NaBH₄ / methanol / 0 °C

4: TEA / CH₂Cl₂ / 0 °C

5: NaN₃ / dimethylformamide / 50 °C

6: PPh₃; water / tetrahydrofuran / 20 °C

7: TEA / tetrahydrofuran / 0 °C

8: n-Bu₄NF / tetrahydrofuran / 0 °C

9: TEA / CH₂Cl₂ / 0 °C

10: NaN₃ / dimethylformamide / 20 °C

11: PPh₃; H₂₀ / tetrahydrofuran / 20 °C

12: TEA / tetrahydrofuran / 0 °C

13: p-TsOH / methanol / 20 °C

With 4-methyl-morpholine; sodium tetrahydroborate; n-butyllithium; sodium azide; tetrapropylammonium perruthennate; TEA; tetrabutyl ammonium fluoride; water; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.48.310

Reference yield:

: 228267-27-4
(3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol

: 263155-21-1
(1R,3R)-N-allyloxycarbonyl-1-(4-N-allyloxycarbonylaminomethyl)phenyl-3,4-O-isopropylidene-3,4-dihydroxybutylamine

Guidance literature:: Multi-step reaction with 12 steps

1: 88 percent / tetrapropylammonium perruthenate; 4-methylmorpholine / CH₂Cl₂

2: NaBH₄ / methanol / 0 °C

3: TEA / CH₂Cl₂ / 0 °C

4: NaN₃ / dimethylformamide / 50 °C

5: PPh₃; water / tetrahydrofuran / 20 °C

6: TEA / tetrahydrofuran / 0 °C

7: n-Bu₄NF / tetrahydrofuran / 0 °C

8: TEA / CH₂Cl₂ / 0 °C

9: NaN₃ / dimethylformamide / 20 °C

10: PPh₃; H₂₀ / tetrahydrofuran / 20 °C

11: TEA / tetrahydrofuran / 0 °C

12: p-TsOH / methanol / 20 °C

With 4-methyl-morpholine; sodium tetrahydroborate; sodium azide; tetrapropylammonium perruthennate; TEA; tetrabutyl ammonium fluoride; water; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.48.310