(2R,5R)-2-[(1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylaminopropyl]-5-[(R)-3-hydroxy-2-methanesulfonyloxypropyl]pyrrolidine-1,2-dicarboxylic acid, 2-benzyl ester, 1-methyl ester

Base Information

Chemical Name:(2R,5R)-2-[(1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylaminopropyl]-5-[(R)-3-hydroxy-2-methanesulfonyloxypropyl]pyrrolidine-1,2-dicarboxylic acid, 2-benzyl ester, 1-methyl ester
CAS No.:372187-31-0
Molecular Formula:C₃₀H₄₄N₂O₁₄S
Molecular Weight:688.75
Hs Code.:

(2R,5R)-2-[(1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylaminopropyl]-5-[(R)-3-hydroxy-2-methanesulfonyloxypropyl]pyrrolidine-1,2-dicarboxylic acid, 2-benzyl ester, 1-methyl ester

Synonyms:(2R,5R)-2-[(1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylaminopropyl]-5-[(R)-3-hydroxy-2-methanesulfonyloxypropyl]pyrrolidine-1,2-dicarboxylic acid, 2-benzyl ester, 1-methyl ester

Suppliers and Price of (2R,5R)-2-[(1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylaminopropyl]-5-[(R)-3-hydroxy-2-methanesulfonyloxypropyl]pyrrolidine-1,2-dicarboxylic acid, 2-benzyl ester, 1-methyl 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 (2R,5R)-2-[(1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylaminopropyl]-5-[(R)-3-hydroxy-2-methanesulfonyloxypropyl]pyrrolidine-1,2-dicarboxylic acid, 2-benzyl ester, 1-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,5R)-2-[(1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylaminopropyl]-5-[(R)-3-hydroxy-2-methanesulfonyloxypropyl]pyrrolidine-1,2-dicarboxylic acid, 2-benzyl ester, 1-methyl ester

There total 17 articles about (2R,5R)-2-[(1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylaminopropyl]-5-[(R)-3-hydroxy-2-methanesulfonyloxypropyl]pyrrolidine-1,2-dicarboxylic acid, 2-benzyl ester, 1-methyl 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: 92.0%

: (2R,5R)-5-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methanesulfonyloxy-propyl]-2-((1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylamino-propyl)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester

: 372187-31-0
(2R,5R)-2-[(1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylaminopropyl]-5-[(R)-3-hydroxy-2-methanesulfonyloxypropyl]pyrrolidine-1,2-dicarboxylic acid, 2-benzyl ester, 1-methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2010.12.068

Reference yield:

: 372187-41-2
(2S,5R)-1-methoxycarbonyl-2-benzoxycarbonyl-5-(2-propenyl)-pyrrolidine

: 372187-31-0
(2R,5R)-2-[(1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylaminopropyl]-5-[(R)-3-hydroxy-2-methanesulfonyloxypropyl]pyrrolidine-1,2-dicarboxylic acid, 2-benzyl ester, 1-methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: 86 percent / tetrahydrofuran / 1 h / -78 °C

2.1: 85 percent / CSA / methanol / 7 h / 0 °C

3.1: 97 percent / triethylamine; DMAP / CH₂Cl₂ / -50 - 0 °C

4.1: 95 percent / oxalic chloride; DMSO; triethylamine / CH₂Cl₂ / 1 h / -50 - 0 °C

5.1: 90 percent / NaBH₄ / methanol; diethyl ether / -50 - 10 °C

6.1: 98 percent / TBAF; AcOH / tetrahydrofuran / 0 - 20 °C

7.1: 95 percent / triethylamine; DMAP / CH₂Cl₂ / 0 - 20 °C

8.1: K₂OsO₂(OH)4; (DHQD)2PHAL; K₃Fe(CN)6 / K₂CO₃ / 2-methyl-propan-2-ol; H₂O / 24 h / 0 - 20 °C

9.1: 674 mg / DMAP; triethylamine / CH₂Cl₂ / 2 h / -78 - 0 °C

10.1: triethylamine; DMAP / CH₂Cl₂ / 1 h / 0 °C

11.1: 619 mg / TBAF; AcOH / tetrahydrofuran / 1 h / 20 °C

With dmap; sodium tetrahydroborate; oxalyl dichloride; potassium dioxotetrahydroxoosmate(VI); camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; acetic acid; dimethyl sulfoxide; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; lithium hexamethyldisilazane; potassium hexacyanoferrate(III); potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; tert-butyl alcohol; 4.1: Swern oxidation / 8.1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ja016403w

Reference yield:

: 372187-50-3
(2R,5R)-5-Allyl-2-((1S,2R)-2-tert-butoxycarbonylamino-1,3-dihydroxy-propyl)-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester

: 372187-31-0
(2R,5R)-2-[(1S,2R)-1,3-diacetoxy-2-tert-butoxycarbonylaminopropyl]-5-[(R)-3-hydroxy-2-methanesulfonyloxypropyl]pyrrolidine-1,2-dicarboxylic acid, 2-benzyl ester, 1-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / triethylamine; DMAP / CH₂Cl₂ / 0 - 20 °C

2: K₂OsO₂(OH)4; (DHQD)2PHAL; K₃Fe(CN)6 / K₂CO₃ / 2-methyl-propan-2-ol; H₂O / 24 h / 0 - 20 °C

3: 674 mg / DMAP; triethylamine / CH₂Cl₂ / 2 h / -78 - 0 °C

4: triethylamine; DMAP / CH₂Cl₂ / 1 h / 0 °C

5: 619 mg / TBAF; AcOH / tetrahydrofuran / 1 h / 20 °C

With dmap; potassium dioxotetrahydroxoosmate(VI); tetrabutyl ammonium fluoride; acetic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; potassium hexacyanoferrate(III); potassium carbonate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 2: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ja016403w