a-D-Mannopyranoside, phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio-

Base Information

• Chemical Name: a-D-Mannopyranoside, phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio-
• CAS No.: 127299-77-8
• Molecular Formula: C33H34O5S
• Molecular Weight: 542.696
• Mol file: 127299-77-8.mol

Synonyms:phenyl 3,4,6-tri-O-benzyl-α-D-thiomannopyranoside;(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol;

Chemical Property of a-D-Mannopyranoside, phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio-

Chemical Property:

• PSA: 82.45000
• LogP: 6.25210

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of a-D-Mannopyranoside, phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio-

There total 45 articles about a-D-Mannopyranoside, phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio- 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: 100.0%

phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (138181-67-6,127299-78-9) → phenyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (127299-77-8)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/0040-4039(92)88142-R

Reference yield: 100.0%

phenyl 1-deoxy-2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranoside (1380315-36-5) → Phenyl 3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranoside (127299-77-8,130781-27-0,138181-68-7,130781-28-1)

Guidance literature:

With methanol; sodium; at 20 ℃; for 30h; pH=10;

DOI:10.1039/c7ob02968c

Reference yield: 92.0%

phenyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (146820-14-6) → phenyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (127299-77-8)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201304950

upstream raw materials:

sodium thiophenolate

3,4,6-tri-O-benzyl-D-glucal epoxide

tetra-N-butylammonium benzenethiolate

phenyl 1-deoxy-2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Downstream raw materials:

Succinic acid mono-((2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl) ester

3,4,6-Tri-O-benzyl-β-D-glucopyranosyl phenyl sulfone

2-Methyl-3-oxo-butyric acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl ester

2-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid