.beta.-D-Glucopyranose, 1,6-anhydro-6-C-(phenylthio)-, triacetate, (6R)-

Base Information

• Chemical Name: .beta.-D-Glucopyranose, 1,6-anhydro-6-C-(phenylthio)-, triacetate, (6R)-
• CAS No.: 74774-11-1
• Molecular Formula: C18H20 O8 S
• Molecular Weight: 0
• Mol file: 74774-11-1.mol

Synonyms:b-D-Glucopyranose,1,6-anhydro-6-C-(phenylthio)-, triacetate, (R)-; 6,8-Dioxabicyclo[3.2.1]octane,b-D-glucopyranose deriv.

Chemical Property of .beta.-D-Glucopyranose, 1,6-anhydro-6-C-(phenylthio)-, triacetate, (6R)-

Chemical Property:

• PSA: 122.66000
• LogP: 1.65500

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of .beta.-D-Glucopyranose, 1,6-anhydro-6-C-(phenylthio)-, triacetate, (6R)-

There total 2 articles about .beta.-D-Glucopyranose, 1,6-anhydro-6-C-(phenylthio)-, triacetate, (6R)- 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: 73.0%

potassium thiophenolate (3111-52-2) + (6S)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-bromo-β-D-glucopyranose (74774-10-0) → (6R)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose (74774-11-1)

Guidance literature:

In ethanol; acetone; for 0.5h;

Reference yield:

2,3,4-tri-O-acetyllevoglucosan (13242-55-2,33360-71-3) → (6R)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose (74774-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / bromine / CCl₄ / 3 h / Heating; Irradiation

2: 73 percent / acetone; ethanol / 0.5 h

With bromine; In tetrachloromethane; ethanol; acetone;

Reference yield: 88.0%

(6R)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose (74774-11-1) → (6RS)-2,3,4-tri-O-acetyl-6-bromo-6-S-phenyl-6-thio-α-D-glucopyranosyl bromide (88111-81-3)

Guidance literature:

With hydrogen bromide; In chloroform; acetic acid; for 1.3h; Ambient temperature;

upstream raw materials:

potassium thiophenolate

(6S)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-bromo-β-D-glucopyranose

2,3,4-tri-O-acetyllevoglucosan

Downstream raw materials:

(6R)-6-acetoxy-2,3,4-tri-O-acetyl-1,6-anhydro-β-D-glucopyranose

(6RS)-2,3,4,6-tetra-O-acetyl-6-phenylthio-β-D-glucopyranosyl acetate

(6S)-2,3,4-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose

(6R)-1,6-anhydro-6-phenylthio-β-D-glucopyranose