(R)-Pyrrolidine-1,2-dicarboxylic acid 2-[(3aS,4R,4aR,7aR,8R,8aR)-8-(tert-butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl] ester 1-(2,2,2-trichloro-ethyl) ester

Base Information

• Chemical Name: (R)-Pyrrolidine-1,2-dicarboxylic acid 2-[(3aS,4R,4aR,7aR,8R,8aR)-8-(tert-butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl] ester 1-(2,2,2-trichloro-ethyl) ester
• CAS No.: 127940-26-5
• Molecular Formula: C₃₆H₄₆Cl₃NO₉Si
• Molecular Weight: 771.207
• Mol file: 127940-26-5.mol

Synonyms:

Chemical Property of (R)-Pyrrolidine-1,2-dicarboxylic acid 2-[(3aS,4R,4aR,7aR,8R,8aR)-8-(tert-butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl] ester 1-(2,2,2-trichloro-ethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-Pyrrolidine-1,2-dicarboxylic acid 2-[(3aS,4R,4aR,7aR,8R,8aR)-8-(tert-butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl] ester 1-(2,2,2-trichloro-ethyl) ester

There total 1 articles about (R)-Pyrrolidine-1,2-dicarboxylic acid 2-[(3aS,4R,4aR,7aR,8R,8aR)-8-(tert-butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl] ester 1-(2,2,2-trichloro-ethyl) 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:

2,2,2-trichloroethoxycarbonyl-D-prolyl chloride (127940-23-2) + 8-(tert-Butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-ol (1219455-51-2) → (R)-Pyrrolidine-1,2-dicarboxylic acid 2-[(3aS,4R,4aR,7aR,8R,8aR)-8-(tert-butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl] ester 1-(2,2,2-trichloro-ethyl) ester (127940-26-5) + (R)-Pyrrolidine-1,2-dicarboxylic acid 2-[(3aS,4R,4aR,7aS,8R,8aS)-8-(tert-butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl] ester 1-(2,2,2-trichloro-ethyl) ester (127996-99-0)

Guidance literature:

With pyridine;

DOI:10.1016/S0040-4039(01)93785-2

Reference yield:

(R)-Pyrrolidine-1,2-dicarboxylic acid 2-[(3aS,4R,4aR,7aR,8R,8aR)-8-(tert-butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl] ester 1-(2,2,2-trichloro-ethyl) ester (127940-26-5) → 1-O-(tert-butyldiphenylsilyl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol (119943-93-0)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1016/S0040-4039(01)93785-2

Reference yield:

(R)-Pyrrolidine-1,2-dicarboxylic acid 2-[(3aS,4R,4aR,7aR,8R,8aR)-8-(tert-butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yl] ester 1-(2,2,2-trichloro-ethyl) ester (127940-26-5) → Hexadecanoic acid (R)-1-hexadecanoyloxymethyl-2-[((3aR,4S,4aR,7aS,8S,8aR)-8-hydroxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yloxy)-phenoxy-phosphoryloxy]-ethyl ester (127940-24-3,127997-00-6,127997-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1: KOH / ethanol

2: tetrabutylammonium fluoride / tetrahydrofuran

3: 60 percent / 1-(mesitylene-2-sulphonyl)-3-nitro-1,2,4-triazole / pyridine

With potassium hydroxide; tetrabutyl ammonium fluoride; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; In tetrahydrofuran; pyridine; ethanol;

DOI:10.1016/S0040-4039(01)93785-2

upstream raw materials:

2,2,2-trichloroethoxycarbonyl-D-prolyl chloride

8-(tert-Butyl-diphenyl-silanyloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-ol

Downstream raw materials:

1-O-(tert-butyldiphenylsilyl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol

2,3:5,6-di-O-isopropylidene-D-myo-inositol-1-O-mesitylenesulphonate

Hexadecanoic acid (R)-2-{[(3aR,4R,4aR,7aS,8R,8aR)-8-(diphenoxy-phosphoryloxy)-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yloxy]-phenoxy-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester

Hexadecanoic acid (R)-1-hexadecanoyloxymethyl-2-[((3aR,4S,4aR,7aS,8S,8aR)-8-hydroxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-yloxy)-phenoxy-phosphoryloxy]-ethyl ester