tert-butyl N-[(2R,3R)-3,4-dihydroxy-2-phenylbutan-2-yl]carbamate

Base Information

Chemical Name:tert-butyl N-[(2R,3R)-3,4-dihydroxy-2-phenylbutan-2-yl]carbamate
CAS No.:365442-07-5
Molecular Formula:C₁₅H₂₃NO₄
Molecular Weight:281.352
Hs Code.:
DSSTox Substance ID:DTXSID701123553
Nikkaji Number:J1.543.037K

Synonyms:DTXSID701123553;365442-07-5;Carbamic acid, [(1R,2R)-2,3-dihydroxy-1-methyl-1-phenylpropyl]-, 1,1-dimethylethyl ester

Suppliers and Price of tert-butyl N-[(2R,3R)-3,4-dihydroxy-2-phenylbutan-2-yl]carbamate

Supply Marketing:

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

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Chemical Property of tert-butyl N-[(2R,3R)-3,4-dihydroxy-2-phenylbutan-2-yl]carbamate

Chemical Property:

XLogP3:1.3
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:281.16270821
Heavy Atom Count:20
Complexity:320

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

Technology Process of tert-butyl N-[(2R,3R)-3,4-dihydroxy-2-phenylbutan-2-yl]carbamate

There total 5 articles about tert-butyl N-[(2R,3R)-3,4-dihydroxy-2-phenylbutan-2-yl]carbamate 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:

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

: (2R,3R)-3-Azido-3-phenyl-butane-1,2-diol

: (2S,3S)-3-tert-butoxycarbonylamino-3-phenylbutan-1,2-diol

: 365442-07-5
(2R,3R)-3-tert-butoxycarbonylamino-3-phenylbutan-1,2-diol

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 5h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(01)00503-8

Reference yield:

: 945-93-7,13979-22-1,1504-72-9
ethyl (E)-3-phenylbut-2-enoate

: 365442-07-5
(2R,3R)-3-tert-butoxycarbonylamino-3-phenylbutan-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / DIBALH / diethyl ether; hexane / 0 - 20 °C

2: t-BuOOH; L-(+)-diethyl tartrate; titanium tetraisopropoxide / 4 Angstroem molecular sieves / CH₂Cl₂; 2,2,4-trimethyl-pentane / 4 h / -20 °C

3: LiClO₄; NaN₃ / acetonitrile / 24 h / 65 °C

4: H₂ / Pd/C / ethyl acetate / 5 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; diethyl (2R,3R)-tartrate; hydrogen; lithium perchlorate; diisobutylaluminium hydride; palladium on activated charcoal; 4 A molecular sieve; In 2,2,4-trimethylpentane; diethyl ether; hexane; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1016/S0040-4020(01)00503-8

Reference yield:

: 54976-38-4
(E)-3-phenylbut-2-en-1-ol

: 365442-07-5
(2R,3R)-3-tert-butoxycarbonylamino-3-phenylbutan-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1: t-BuOOH; L-(+)-diethyl tartrate; titanium tetraisopropoxide / 4 Angstroem molecular sieves / CH₂Cl₂; 2,2,4-trimethyl-pentane / 4 h / -20 °C

2: LiClO₄; NaN₃ / acetonitrile / 24 h / 65 °C

3: H₂ / Pd/C / ethyl acetate / 5 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; diethyl (2R,3R)-tartrate; hydrogen; lithium perchlorate; palladium on activated charcoal; 4 A molecular sieve; In 2,2,4-trimethylpentane; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1016/S0040-4020(01)00503-8