1-Piperidinecarboxylic acid, 3-(benzoyloxy)-2-[(1S)-1,3-bis(acetyloxy)propyl]-4,5-dihydroxy-, phenylmethyl ester, (2R,3R,4R,5R)-

Base Information

Chemical Name:1-Piperidinecarboxylic acid, 3-(benzoyloxy)-2-[(1S)-1,3-bis(acetyloxy)propyl]-4,5-dihydroxy-, phenylmethyl ester, (2R,3R,4R,5R)-
CAS No.:403984-62-3
Molecular Formula:C27H31NO10
Molecular Weight:529.544
Hs Code.:

Synonyms:

Suppliers and Price of 1-Piperidinecarboxylic acid, 3-(benzoyloxy)-2-[(1S)-1,3-bis(acetyloxy)propyl]-4,5-dihydroxy-, phenylmethyl ester, (2R,3R,4R,5R)-

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 0 raw suppliers

Chemical Property of 1-Piperidinecarboxylic acid, 3-(benzoyloxy)-2-[(1S)-1,3-bis(acetyloxy)propyl]-4,5-dihydroxy-, phenylmethyl ester, (2R,3R,4R,5R)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 3-(benzoyloxy)-2-[(1S)-1,3-bis(acetyloxy)propyl]-4,5-dihydroxy-, phenylmethyl ester, (2R,3R,4R,5R)-

There total 13 articles about 1-Piperidinecarboxylic acid, 3-(benzoyloxy)-2-[(1S)-1,3-bis(acetyloxy)propyl]-4,5-dihydroxy-, phenylmethyl ester, (2R,3R,4R,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: 79.0%

: 403984-61-2
(2R,3S)-3-Benzoyloxy-2-((S)-1,3-diacetoxy-propyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

: 403984-62-3
(2R,3R,4R,5R)-3-Benzoyloxy-2-((S)-1,3-diacetoxy-propyl)-4,5-dihydroxy-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: With Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III); methanesulfonamide; potassium carbonate; In water; tert-butyl alcohol; at 0 ℃; for 2h;
DOI:10.1016/S0040-4020(02)01258-9

Reference yield:

: 226254-95-1
(2R,3R)-3-Benzyloxycarbonylamino-3-furan-2-yl-2-hydroxy-propionic acid ethyl ester

: 403984-62-3
(2R,3R,4R,5R)-3-Benzoyloxy-2-((S)-1,3-diacetoxy-propyl)-4,5-dihydroxy-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: 94 percent / NaBH₄ / ethanol / 0.5 h / 20 °C

2.1: 94 percent / pyridine / 4.5 h / 0 °C

3.1: 96 percent / ethanol; H₂O / 10 h / 20 °C

4.1: 99 percent / Et₃N / CH₂Cl₂ / 3 h / 20 °C

5.1: DIBAL-H; (CH₃)3COCH₃ / toluene / 2.5 h / -78 °C

5.2: 974 mg / aq. AcOH / methanol / 0.5 h

6.1: 727 mg / NaBH₄ / methanol / 0.33 h / 20 °C

7.1: 95 percent / DMAP; Et₃N / CH₂Cl₂ / 1 h / 20 °C

8.1: 88 percent / m-CPBA / CH₂Cl₂ / 16 h / 20 °C

9.1: 94 percent / 4 Angstroem molecular sieves; BF₃*Et₂O / tetrahydrofuran / 3 h / 0 °C

10.1: 99 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.17 h / -78 °C

11.1: 92 percent / Ph₃P; DEAD / tetrahydrofuran / 2 h / 20 °C

12.1: 88 percent / 88 percent formic acid; NaBH₄ / 0.5 h / 0 °C

13.1: 79 percent / K₃[Fe(CN)6]; (DHQ)2PHAL; K₂OsO₂(OH)4 / K₂CO₃; methanesulfonamide / 2-methyl-propan-2-ol; H₂O / 2 h / 0 °C

With pyridine; dmap; sodium tetrahydroborate; formic acid; cerium(III) chloride; Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); tert-butyl methyl ether; 4 A molecular sieve; boron trifluoride diethyl etherate; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; methanesulfonamide; potassium carbonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; tert-butyl alcohol; 11.1: Mitsunobu reaction;
DOI:10.1016/S0040-4020(02)01258-9

Reference yield:

: 403984-54-3
((1R,2S)-1-Furan-2-yl-2-hydroxy-4-oxo-butyl)-carbamic acid benzyl ester

: 403984-62-3
(2R,3R,4R,5R)-3-Benzoyloxy-2-((S)-1,3-diacetoxy-propyl)-4,5-dihydroxy-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 727 mg / NaBH₄ / methanol / 0.33 h / 20 °C

2: 95 percent / DMAP; Et₃N / CH₂Cl₂ / 1 h / 20 °C

3: 88 percent / m-CPBA / CH₂Cl₂ / 16 h / 20 °C

4: 94 percent / 4 Angstroem molecular sieves; BF₃*Et₂O / tetrahydrofuran / 3 h / 0 °C

5: 99 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.17 h / -78 °C

6: 92 percent / Ph₃P; DEAD / tetrahydrofuran / 2 h / 20 °C

7: 88 percent / 88 percent formic acid; NaBH₄ / 0.5 h / 0 °C

8: 79 percent / K₃[Fe(CN)6]; (DHQ)2PHAL; K₂OsO₂(OH)4 / K₂CO₃; methanesulfonamide / 2-methyl-propan-2-ol; H₂O / 2 h / 0 °C

With dmap; sodium tetrahydroborate; formic acid; cerium(III) chloride; Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); 4 A molecular sieve; boron trifluoride diethyl etherate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; methanesulfonamide; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol; 6: Mitsunobu reaction;
DOI:10.1016/S0040-4020(02)01258-9