4-methylphenyl 1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: 4-methylphenyl 1-thio-α-D-mannopyranoside
• CAS No.: 457931-46-3
• Molecular Formula: C₁₃H₁₈O₅S
• Molecular Weight: 286.349
• Hs Code.: 2938909090
• Mol file: 457931-46-3.mol

Synonyms:4-methylphenyl 1-thio-α-D-mannopyranoside

Chemical Property of 4-methylphenyl 1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

98% by HPLC ^*data from raw suppliers

4-Methylphenyl-1-thio-alpha-D-mannopyranoside 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methylphenyl 1-thio-α-D-mannopyranoside

There total 5 articles about 4-methylphenyl 1-thio-α-D-mannopyranoside 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: 99.0%

4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside (211801-79-5) → 4-methylphenyl 1-thio-α-D-mannopyranoside (457931-46-3)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 4h;

DOI:10.1039/c5ob00730e

Reference yield:

para-thiocresol (106-45-6) → 4-methylphenyl 1-thio-α-D-mannopyranoside (457931-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 6.64 g / SnCl₄ / CH₂Cl₂ / 24 h

2: 2.19 g / NaOMe / methanol / 1 h

With sodium methylate; tin(IV) chloride; In methanol; dichloromethane;

DOI:10.1039/b503919c

Reference yield:

D-Mannose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) → 4-methylphenyl 1-thio-α-D-mannopyranoside (457931-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 72 h / 0 - 20 °C

2: methanol; sodium methylate / 20 °C

With methanol; boron trifluoride diethyl etherate; sodium methylate; In dichloromethane;

DOI:10.1021/ol2016862

upstream raw materials:

4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

para-thiocresol

per-O-acetyl-α-D-mannopyranose

D-Mannose pentaacetate

Downstream raw materials:

4-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-mannopyranoside

para-tolyl (R)-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

p-tolyl 6-O-acetylthio-1-α-D-mannopyranoside

p-tolyl 4,6-di-O-acetyl-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside

Refernces

• 1、 Wan, I. C. Steven,Witte, Martin D.,Minnaard, Adriaan J.. "From d-to l-Monosaccharide Derivatives via Photodecarboxylation-Alkylation". supporting information. p. 7669 - 7673. Retrieved 2019/10/08.
• 2、 Ma, Jing,Wang, Qingpeng,Huang, Zhonglv,Yang, Xiande,Nie, Quandeng,Hao, Wenpei,Wang, Peng George,Wang, Xin. "Glycosylated Platinum(IV) Complexes as Substrates for Glucose Transporters (GLUTs) and Organic Cation Transporters (OCTs) Exhibited Cancer Targeting and Human Serum Albumin Binding Properties for Drug Delivery". supporting information. p. 5736 - 5748. Retrieved 2017/07/22.