4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

Base Information

• Chemical Name: 4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester
• CAS No.: 176214-59-8
• Molecular Formula: C₂₉H₃₁NO₆S₂
• Molecular Weight: 553.7
• Mol file: 176214-59-8.mol

Synonyms:4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

Chemical Property of 4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester

There total 3 articles about 4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl 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: 68.0%

2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal (168975-26-6) + 4-nitro-benzoic acid (62-23-7) → 4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester (176214-59-8)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran;

DOI:10.1016/0040-4039(96)00139-6

Reference yield:

L-arabinose dibenzyl dithioacetal (40733-11-7) → 4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester (176214-59-8)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄, CuSO₄

2: 1.) t-BuOK, 2.) LiAlH₄ / 1.) THF, DMSO, 2.) THF

3: 68 percent / DIAD, PPh₃ / tetrahydrofuran

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; sulfuric acid; potassium tert-butylate; copper(II) sulfate; triphenylphosphine; In tetrahydrofuran;

DOI:10.1016/0040-4039(96)00139-6

Reference yield:

(4S,5R,4'S)-5-(Bis-benzylsulfanyl-methyl)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl] (176214-55-4) → 4-Nitro-benzoic acid (S)-3,3-bis-benzylsulfanyl-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester (176214-59-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) t-BuOK, 2.) LiAlH₄ / 1.) THF, DMSO, 2.) THF

2: 68 percent / DIAD, PPh₃ / tetrahydrofuran

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; potassium tert-butylate; triphenylphosphine; In tetrahydrofuran;

DOI:10.1016/0040-4039(96)00139-6

upstream raw materials:

2-Deoxy-4,5-O-isopropylidene-L-erythro-pent-1-enose dibenzyl dithioacetal

4-nitro-benzoic acid

L-arabinose dibenzyl dithioacetal

(4S,5R,4'S)-5-(Bis-benzylsulfanyl-methyl)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]

Downstream raw materials:

Benzoyl-carbamic acid (2R,3S)-5-benzylsulfanyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl ester

(2R,3S)-5-Benzylsulfanyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-ol

4-Nitro-benzoic acid (1S,2S)-1-(2,2-bis-benzylsulfanyl-ethyl)-3-(tert-butyl-diphenyl-silanyloxy)-2-methanesulfonyloxy-propyl ester

4-Nitro-benzoic acid (1S,2S)-1-(2,2-bis-benzylsulfanyl-ethyl)-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-propyl ester