Ddtmsp

Base Information

• Chemical Name: Ddtmsp
• CAS No.: 143084-95-1
• Molecular Formula: C39H49 N3 O12 S3
• Molecular Weight: 848.01426
• DSSTox Substance ID: DTXSID00931744
• Mol file: 143084-95-1.mol

Synonyms:2-deoxy-6-O-(2,3-dideoxy-4,6-O-isopropylidene-2,3-(N-tosylepimino)mannopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine;DDTMSP

Chemical Property of Ddtmsp

Chemical Property:

• Vapor Pressure: 9.19E-34mmHg at 25°C
• Boiling Point: 907.4°Cat760mmHg
• Flash Point: 502.6°C
• PSA: 210.01000
• Density: 1.47g/cm³
• LogP: 7.19500
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 10
• Exact Mass: 847.24783753
• Heavy Atom Count: 57
• Complexity: 1770

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC2CC(C(C3C2OC(O3)(C)C)OC4C5C(N5S(=O)(=O)C6=CC=C(C=C6)C)C7C(O4)COC(O7)(C)C)NS(=O)(=O)C8=CC=C(C=C8)C

Technology Process of Ddtmsp

There total 3 articles about Ddtmsp 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: 72.0%

6-O-(2-O-Benzylsulfonyl-3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-2-deoxy-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine (143084-94-0) → 2-Deoxy-6-O-(2,3-dideoxy-4,6-O-isopropylidene-2,3-N-tosylepimino-α-D-mannopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine (143084-95-1)

Guidance literature:

With sodium methylate; In methanol; at 50 ℃; for 4h;

DOI:10.1016/S0008-6215(00)90582-2

Reference yield:

2-Deoxy-6-O-(3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine (143084-93-9) → 2-Deoxy-6-O-(2,3-dideoxy-4,6-O-isopropylidene-2,3-N-tosylepimino-α-D-mannopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine (143084-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / pyridine / 2 h / -20 °C

2: 72 percent / 0.5 M NaOMe / methanol / 4 h / 50 °C

With pyridine; sodium methylate; In methanol;

DOI:10.1016/S0008-6215(00)90582-2

Reference yield:

2-deoxy-6-O-(3-deoxy-3-tosylamido-α-D-glucopyranosyl)-1,3-di-N-tosylstreptamine (103358-05-0) → 2-Deoxy-6-O-(2,3-dideoxy-4,6-O-isopropylidene-2,3-N-tosylepimino-α-D-mannopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine (143084-95-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / TsOH, molecular sieves 5 Angstroem / dimethylformamide; CH₂Cl₂ / 0.5 h / Heating

2: 92 percent / pyridine / 2 h / -20 °C

3: 72 percent / 0.5 M NaOMe / methanol / 4 h / 50 °C

With pyridine; 5A molecular sieve; sodium methylate; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)90582-2

upstream raw materials:

6-O-(2-O-Benzylsulfonyl-3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-2-deoxy-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine

2-Deoxy-6-O-(3-deoxy-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine

2-deoxy-6-O-(3-deoxy-3-tosylamido-α-D-glucopyranosyl)-1,3-di-N-tosylstreptamine

Downstream raw materials:

2-Deoxy-6-O-(2,3-dideoxy-2,3-N-tosylepimino-α-D-mannopyranosyl)-1,3-di-N-tosylstreptamine

2-Deoxy-6-O-(2,3-dideoxy-2-fluoro-4,6-O-isopropylidene-3-tosylamido-α-D-glucopyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine

2-Deoxy-6-O-(2,3-dideoxy-3-fluoro-4,6-O-isopropylidene-2-tosylamido-α-D-altropyranosyl)-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine