D-GLUCOPYRANOSYL BETA-D-THIOGLUCOPYRANOSIDE

Base Information

• Chemical Name: D-GLUCOPYRANOSYL BETA-D-THIOGLUCOPYRANOSIDE
• CAS No.: 108392-13-8
• Molecular Formula: C₁₂H₂₂O₁₀S
• Molecular Weight: 358.367
• Hs Code.: 29389090
• Mol file: 108392-13-8.mol

Synonyms:1-Thio-b,b-trehalose; 1-Thioisotrehalose

Chemical Property of D-GLUCOPYRANOSYL BETA-D-THIOGLUCOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 1.85E-23mmHg at 25°C
• Refractive Index: 1.691
• Boiling Point: 712.6°C at 760 mmHg
• Flash Point: 384.7°C
• Density: 1.77g/cm³
• Storage Temp.: −20°C

Purity/Quality:

98%Min ^*data from raw suppliers

Thiodiglucoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-GLUCOPYRANOSYL BETA-D-THIOGLUCOPYRANOSIDE

There total 20 articles about D-GLUCOPYRANOSYL BETA-D-THIOGLUCOPYRANOSIDE 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: 95.0%

2,3,4,2′,3′,4′-hexa-O-benzyl-1-thio-α,α-D-trehalose → 1-thio-α,α-trehalose (17317-98-5,18977-84-9,68667-06-1,68778-86-9,68778-87-0,68778-88-1,108392-13-8,62853-32-1,80441-61-8)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; ethyl acetate; at 20 ℃; for 48h;

DOI:10.1055/s-0036-1591595

Reference yield: 90.0%

6-O-acetyl-2,3,4,2′,3′,4′,6′-hepta-O-benzyl-1-thio-α,α-D-trehalose (1393083-67-4) → 1-thio-α,α-trehalose (17317-98-5,18977-84-9,68667-06-1,68778-86-9,68778-87-0,68778-88-1,108392-13-8,62853-32-1,80441-61-8)

Guidance literature:

6-O-acetyl-2,3,4,2′,3′,4′,6′-hepta-O-benzyl-1-thio-α,α-D-trehalose; With ammonia; sodium; In tetrahydrofuran; at -78 ℃; for 0.75h;

With ammonium chloride; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2012.05.159

Reference yield: 37.0%

D-Glucose (2280-44-6) + sodium salt of 1-thio-α-D-glucopyranose (62778-20-5) → 1-thio-α,β-trehalose (68778-86-9,80441-61-8) + 1-thio-α,α-trehalose (17317-98-5,18977-84-9,68667-06-1,68778-86-9,68778-87-0,68778-88-1,108392-13-8,62853-32-1,80441-61-8) + D-glycopyranosyl β-D-thioglucopyranoside (108392-13-8,80441-61-8)

Guidance literature:

In hydrogen fluoride; at 20 ℃;

DOI:10.1016/0008-6215(91)84116-V

upstream raw materials:

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

D-Glucose

sodium salt of 1-thio-α-D-glucopyranose

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-glucopyranoside

Downstream raw materials:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-glucopyranoside

Refernces

• 1、 Tardieu, Damien,Céspedes Dávila, Maria F.,Hazelard, Damien,Compain, Philippe. "An Expeditious Synthesis of 1-Thiotrehalose". . p. 3927 - 3930. Retrieved 2018/07/21.
• 2、 Xin, Guohong,Zhu, Xiangming. "A facile and highly stereoselective synthesis of 1-thiotrehalose". supporting information; experimental part. p. 4309 - 4312. Retrieved 2012/09/22.