hexopyranosyl 1-thiohexopyranoside

Base Information

• Chemical Name: hexopyranosyl 1-thiohexopyranoside
• CAS No.: 62853-32-1
• Molecular Formula: C₁₂H₂₂O₁₀S
• Molecular Weight: 358.367
• Mol file: 62853-32-1.mol

Synonyms:NSC291548

Chemical Property of hexopyranosyl 1-thiohexopyranoside

Chemical Property:

• Vapor Pressure: 1.85E-23mmHg at 25°C
• Boiling Point: 712.6°C at 760 mmHg
• Flash Point: 384.7°C
• Density: 1.77g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of hexopyranosyl 1-thiohexopyranoside

There total 13 articles about hexopyranosyl 1-thiohexopyranoside 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:

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

6-O-acetyl-2,3,4,2′,3′,4′,6′-hepta-O-benzyl-1-thio-α,α-D-trehalose

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、 Zeng, Xiaojun,Smith, Raymond,Zhu, Xiangming. "Synthesis of thioglycoside analogues of maradolipid". . p. 4165 - 4170. Retrieved 2013/05/23.
• 2、 Defaye,Gadelle,Pedersen. "Hydrogen fluoride-mediated synthesis of 1-thiotrehaloses involving reaction of D-glucose with hydrogen sulfide". . p. 51 - 58. Retrieved 2007/10/02.