(+)-benzyl-3,4-O-isopropyliden-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside

Base Information

• Chemical Name: (+)-benzyl-3,4-O-isopropyliden-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside
• CAS No.: 68753-33-3
• Molecular Formula: C₂₂H₂₆O₇S
• Molecular Weight: 434.51
• Mol file: 68753-33-3.mol

Synonyms:(+)-benzyl-3,4-O-isopropyliden-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside

Chemical Property of (+)-benzyl-3,4-O-isopropyliden-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-benzyl-3,4-O-isopropyliden-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside

There total 6 articles about (+)-benzyl-3,4-O-isopropyliden-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside 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: 92.3%

p-toluenesulfonyl chloride (98-59-9) + (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (18403-22-0) → (+)-benzyl-3,4-O-isopropyliden-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside (68753-33-3)

Guidance literature:

With pyridine;

Reference yield:

L-(+)-arabinose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) → (+)-benzyl-3,4-O-isopropyliden-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside (68753-33-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl (gas) / 10 h / 20 °C

2: p-TsOH*H₂O / acetone / 2 h / 20 °C

3: pyridine / CH₂Cl₂

With pyridine; hydrogenchloride; toluene-4-sulfonic acid; In dichloromethane; acetone;

DOI:10.1016/S0008-6215(01)00329-9

Reference yield:

benzyl β-L-arabinopyranoside (7473-38-3) → (+)-benzyl-3,4-O-isopropyliden-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside (68753-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1: p-TsOH*H₂O / acetone / 2 h / 20 °C

2: pyridine / CH₂Cl₂

With pyridine; toluene-4-sulfonic acid; In dichloromethane; acetone;

DOI:10.1016/S0008-6215(01)00329-9

upstream raw materials:

p-toluenesulfonyl chloride

(3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

L-(+)-arabinose

benzyl β-L-arabinopyranoside

Downstream raw materials:

(+)-benzyl-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside

(-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde

Benzyl-3,4-<(tert-butoxycarbonyl)cyanmethylen>-3,4-didesoxy-α-D-arabinopyranosid

Benzyl 3,4-(C-cyano-carboxy)methano-3,4-dideoxy-α-D-arabinopyranoside