2-(3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-gluco-pyranosyl)-thio-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane

Base Information

• Chemical Name: 2-(3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-gluco-pyranosyl)-thio-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane
• CAS No.: 224184-72-9
• Molecular Formula: C₁₇H₂₆BrO₉PS₂
• Molecular Weight: 549.398
• Mol file: 224184-72-9.mol

Synonyms:2-(3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-gluco-pyranosyl)-thio-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane

Chemical Property of 2-(3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-gluco-pyranosyl)-thio-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-gluco-pyranosyl)-thio-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane

There total 1 articles about 2-(3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-gluco-pyranosyl)-thio-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane 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: 65.0%

3,4,6-tri-O-acetyl-1,5-anhydro-2-bromo-2-deoxy-D-arabino-hex-1-enitol (65784-92-1) + 5,5-dimethyl-2-thiolo-2-thiono-1,3,2-dioxaphosphorinane (697-45-0) → bis-(5,5-dimethyl-2-thiono-1,3,2-dioxaphosphorinan-2-yl)disulfide (4073-59-0) + 2-(3,4,6-tri-O-acetyl-2-bromo-2-deoxy-α-D-gluco-pyranosyl)-thio-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane + 2-(3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-gluco-pyranosyl)-thio-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane (224184-72-9)

Guidance literature:

In benzene; at 80 ℃; Heating;

Reference yield: 74.0%

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid (53-86-1) + 2-(3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-gluco-pyranosyl)-thio-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane (224184-72-9) → 1-O-[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetyl]-3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-glucopyranose

Guidance literature:

With 4 A molecular sieve; silver carbonate; In benzene; at 80 ℃; for 13h;

DOI:10.1016/S0014-827X(01)01034-5

Reference yield: 65.0%

salicylic acid (69-72-7,25496-36-0,8052-31-1) + 2-(3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-gluco-pyranosyl)-thio-2-thiono-5,5-dimethyl-1,3,2-dioxaphosphorinane (224184-72-9) → 1-O-(2-Hydroxybenzoyl)-3,4,6-tri-O-acetyl-2-bromo-2-deoxy-β-D-glucopyranose

Guidance literature:

With 4 A molecular sieve; silver carbonate; In benzene; at 80 ℃; for 13h;

DOI:10.1016/S0014-827X(01)01034-5

upstream raw materials:

3,4,6-tri-O-acetyl-1,5-anhydro-2-bromo-2-deoxy-D-arabino-hex-1-enitol

5,5-dimethyl-2-thiolo-2-thiono-1,3,2-dioxaphosphorinane