(2R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester

Base Information

Chemical Name:(2R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester
CAS No.:383416-22-6
Molecular Formula:C₁₉H₂₃NO₆
Molecular Weight:361.395
Hs Code.:

Synonyms:(2R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester

Suppliers and Price of (2R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester

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

Total 1 raw suppliers

Chemical Property of (2R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester

There total 9 articles about (2R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl 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: 68.0%

: 3282-30-2
pivaloyl chloride

: 383416-21-5
(2R)-6-hydroxy-2-N-benzyloxycarbonylaminomethyl-2H-pyran-3(6H)-one

: 383416-22-6
(2R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester

: (2S,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at -78 ℃; for 3h;
DOI:10.1021/ol016743m

Reference yield:

: 1487-18-9
(furan-2-yl)ethylene

: 383416-22-6
(2R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: NaOH; t-butyl hyochlorite; (DHQ)2PHAL / OsO₄ / 2-methyl-propan-2-ol; H₂O; diethyl ether / 1 h / 25 °C

2: 82 percent / NBS; NaOAc*3H₂O; NaHCO₃ / tetrahydrofuran; H₂O / 0.75 h / 0 °C

3: 68 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / -78 °C

With dmap; sodium hydroxide; N-Bromosuccinimide; Hydroquinone 1,4-phthalazinediyl diether; tert-butylhypochlorite; sodium acetate; sodium hydrogencarbonate; triethylamine; osmium(VIII) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; tert-butyl alcohol; 1: asymmetric aminohydroxylation / 2: Achmatowicz reaction;
DOI:10.1021/ol016743m

Reference yield:

: 98-01-1
furfural

: 383416-22-6
(2R,6R)-2,2-dimethyl-propionic acid 6-(benzyloxycarbonylamino-methyl)-5-oxo-5,6-dihydro-2H-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

1.2: 85 percent / tetrahydrofuran / 30 h

2.1: hydrogen / Pd/C / methanol / 24 h

3.1: 47 percent / K₂CO₃ / H₂O; tetrahydrofuran / 24 h / 0 °C

4.1: 88 percent / Dess-Martin periodinate / CH₂Cl₂ / 3 h

5.1: 92 percent / triethylamine; formic acid / (S)-Ru(η⁶-mesitylene)-(R,R)-TsDPEN / CH2Cl2 / 1 h / 50 °C

6.1: 82 percent / NBS; NaOAc*3H₂O; NaHCO₃ / tetrahydrofuran; H₂O / 0.75 h / 0 °C

7.1: 68 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / -78 °C

With dmap; N-Bromosuccinimide; lithium aluminium tetrahydride; formic acid; hydrogen; sodium acetate; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; triethylamine; palladium on activated charcoal; (S)-Ru(η⁶-mesitylene)-(R,R)-TsDPEN; In tetrahydrofuran; methanol; dichloromethane; water; 1.1: Henry reaction / 4.1: Dess-Martin oxidation / 5.1: Noyori reduction / 6.1: Achmatowicz reaction;
DOI:10.1021/ol016743m