(2S,3S,5R)-5-Benzyloxymethyl-2-formyl-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2S,3S,5R)-5-Benzyloxymethyl-2-formyl-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:159580-69-5
Molecular Formula:C₂₁H₃₁NO₆
Molecular Weight:393.48
Hs Code.:

Synonyms:(2S,3S,5R)-5-Benzyloxymethyl-2-formyl-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Suppliers and Price of (2S,3S,5R)-5-Benzyloxymethyl-2-formyl-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl 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 0 raw suppliers

Chemical Property of (2S,3S,5R)-5-Benzyloxymethyl-2-formyl-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S,5R)-5-Benzyloxymethyl-2-formyl-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 19 articles about (2S,3S,5R)-5-Benzyloxymethyl-2-formyl-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl 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: 99.0%

: 159580-68-4
(2R,3S,5R)-5-Benzyloxymethyl-2-formyl-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 159580-69-5
(2S,3S,5R)-5-Benzyloxymethyl-2-formyl-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With potassium carbonate; In methanol; for 2h; Heating;
DOI:10.1016/S0040-4020(01)80643-8

Reference yield: 62.0%

: 159580-66-2
(2S,3S,5R)-5-Benzyloxymethyl-2-cyano-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 159580-69-5
(2S,3S,5R)-5-Benzyloxymethyl-2-formyl-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1h;
DOI:10.1016/S0040-4020(01)80643-8

Reference yield:

: 6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
D-Glutamic acid

: 159580-69-5
(2S,3S,5R)-5-Benzyloxymethyl-2-formyl-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 15 steps

1: 39 percent / 2M sodium hydroxide, sodium borohydride / H₂O / 3.5 h / Ambient temperature

2: 83 percent / thionyl chloride / 3 h / Heating

3: 92 percent / lithium chloride, sodium borohydride / ethanol; tetrahydrofuran / 2 h / Ambient temperature

4: 96 percent / NaH / dimethylformamide; paraffin / 1 h / Ambient temperature

5: 86 percent / ammonium cerium(IV) nitrate / acetonitrile; H₂O / 2 h / Ambient temperature

6: 96 percent / 4-dimethylaminopyridine / acetonitrile; triethylamine / 3 h / Ambient temperature

7: 97 percent / 3 h / 75 °C

8: 85 percent / 1M hydrochloric acid / tetrahydrofuran; H₂O / 1 h / Ambient temperature

9: 83 percent / sodium cyanoborohydride / tetrahydrofuran; ethanol; acetic acid / 2 h / -10 °C

10: 14 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 12 h / Ambient temperature

11: 82 percent / 1,8-diazabicyclo-<5,4,0>undec-7-ene / benzene / 20 h / Heating

12: diisobutylaluminium hydride / hexane; tetrahydrofuran / 1 h / -78 °C

13: pyridinium p-toluenesulfonate / 3 h / Ambient temperature

14: 24 percent / boron trifluoride etherate / CH₂Cl₂ / 1 h / -78 °C

15: 62 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C

With hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; thionyl chloride; ammonium cerium(IV) nitrate; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; acetic acid; triethylamine; N,N-dimethyl-formamide; toluene; acetonitrile; paraffin; benzene;
DOI:10.1016/S0040-4020(01)80643-8