Oxalic acid 1-[(3S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-1-methyl-ethyl ester methyl ester

Base Information

• Chemical Name: Oxalic acid 1-[(3S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-1-methyl-ethyl ester methyl ester
• CAS No.: 191152-32-6
• Molecular Formula: C₂₇H₃₄O₇Si
• Molecular Weight: 498.648
• Mol file: 191152-32-6.mol

Synonyms:Oxalic acid 1-[(3S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-1-methyl-ethyl ester methyl ester

Chemical Property of Oxalic acid 1-[(3S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-1-methyl-ethyl ester methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oxalic acid 1-[(3S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-1-methyl-ethyl ester methyl ester

There total 2 articles about Oxalic acid 1-[(3S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-1-methyl-ethyl ester 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: 99.0%

monomethyl oxalyl chloride (5781-53-3) + (3S,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-(1-hydroxy-1-methyl-ethyl)tetrahydrofuran-2-one (191152-31-5) → Oxalic acid 1-[(3S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-1-methyl-ethyl ester methyl ester (191152-32-6)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00298-6

Reference yield:

(5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one (102717-29-3) → Oxalic acid 1-[(3S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-1-methyl-ethyl ester methyl ester (191152-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LiHMDS / 1.) THF, -78 deg C, 1 h, 2.) 1 h

2: 99 percent / Et₃N, DMAP / tetrahydrofuran / 1 h / Ambient temperature

With dmap; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/S0040-4020(97)00298-6

Reference yield: 89.0%

Oxalic acid 1-[(3S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-1-methyl-ethyl ester methyl ester (191152-32-6) → (3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-isopropyl-dihydro-furan-2-one (191152-26-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); triphenylstannane; In toluene; at 90 - 110 ℃; for 3h;

DOI:10.1016/S0040-4020(97)00298-6

upstream raw materials:

monomethyl oxalyl chloride

(3S,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-(1-hydroxy-1-methyl-ethyl)tetrahydrofuran-2-one

(5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one

Downstream raw materials:

(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-isopropyl-dihydro-furan-2-one

(3S,5S)-5-Hydroxymethyl-3-isopropyl-dihydro-furan-2-one