2-Hydroxymethyl-2-O:5-O-bis(p-tolylsulfonyl)-3-deoxy-D-erythro-pentonic acid γ-lactone

Base Information

• Chemical Name: 2-Hydroxymethyl-2-O:5-O-bis(p-tolylsulfonyl)-3-deoxy-D-erythro-pentonic acid γ-lactone
• CAS No.: 32976-18-4
• Molecular Formula: C20H22O9S2
• Molecular Weight: 470.521
• Mol file: 32976-18-4.mol

Synonyms:2-Hydroxymethyl-2-O:5-O-bis(p-tolylsulfonyl)-3-deoxy-D-erythro-pentonic acid γ-lactone

Chemical Property of 2-Hydroxymethyl-2-O:5-O-bis(p-tolylsulfonyl)-3-deoxy-D-erythro-pentonic acid γ-lactone

Chemical Property:

• PSA: 150.03000
• LogP: 3.62240

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Hydroxymethyl-2-O:5-O-bis(p-tolylsulfonyl)-3-deoxy-D-erythro-pentonic acid γ-lactone

There total 2 articles about 2-Hydroxymethyl-2-O:5-O-bis(p-tolylsulfonyl)-3-deoxy-D-erythro-pentonic acid γ-lactone 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%

p-toluenesulfonyl chloride (98-59-9) + 3-deoxy-2-C-hydroxymethyl-D-erythro-pentono-1,4-lactone (7397-89-9) → (2S,4S)-3-deoxy-2-hydroxymethyl-21,5-di-O-p-toluenesulfonyl-D-erythro-pentono-1,4-lactone (32976-18-4)

Guidance literature:

With pyridine; In chloroform; at 0 ℃;

DOI:10.1055/s-1997-1167

Reference yield:

→ (2S,4S)-3-deoxy-2-hydroxymethyl-21,5-di-O-p-toluenesulfonyl-D-erythro-pentono-1,4-lactone (32976-18-4)

Guidance literature:

Verb. 1, Tosylchlorid;

DOI:10.1016/S0008-6215(00)82556-2

Reference yield: 35.0%

(2S,4S)-3-deoxy-2-hydroxymethyl-21,5-di-O-p-toluenesulfonyl-D-erythro-pentono-1,4-lactone (32976-18-4) + benzylamine (100-46-9) → (1S,5S)-3-Benzyl-1-hydroxy-6-oxa-3-aza-bicyclo[3.2.1]octan-7-one + (3S,5S)-1-Benzyl-3,5-dihydroxy-piperidine-3-carboxylic acid benzylamide (187263-86-1)

Guidance literature:

at 120 ℃; for 48h;

DOI:10.1055/s-1997-1167

upstream raw materials:

p-toluenesulfonyl chloride

3-deoxy-2-C-hydroxymethyl-D-erythro-pentono-1,4-lactone

Downstream raw materials:

(3S,5S)-1-Benzyl-3,5-dihydroxy-piperidine-3-carboxylic acid benzylamide

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