6,6''-DIAMINOTRELOSE

Base Information

• Chemical Name: 6,6''-DIAMINOTRELOSE
• CAS No.: 30923-00-3
• Molecular Formula: C12H24 N2 O9
• Molecular Weight: 340.331
• Mol file: 30923-00-3.mol

Synonyms:Glucopyranoside,6-amino-6-deoxy-a-D-glucopyranosyl6-amino-6-deoxy-, a-D- (8CI); 6,6'-Diamino-6,6'-dideoxy-a,a-trehalose

Chemical Property of 6,6''-DIAMINOTRELOSE

Chemical Property:

Purity/Quality:

98%, ^*data from raw suppliers

6,6'-DIAMINO-6,6'-DEOXY-TREHALOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6,6''-DIAMINOTRELOSE

There total 14 articles about 6,6''-DIAMINOTRELOSE 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: 96.0%

5,5’-diformyl-5,5’-didehydroxymethyl-trehalose → 6,6'-diamino-6,6'-dideoxy-α,α-D-trehalose (30923-00-3)

Guidance literature:

5,5’-diformyl-5,5’-didehydroxymethyl-trehalose; With ammonium hydroxide; In methanol; at 20 ℃;

With sodium cyanoborohydride; In methanol; at 20 ℃; for 1h;

DOI:10.1039/d1ob01816g

Reference yield: 60.0%

6-azido-6-deoxy-α-D-glucopyranosyl-(1→1)-6-azido-6-deoxy-α-D-glucopyranoside (18933-88-5) → 6,6'-diamino-6,6'-dideoxy-α,α-D-trehalose (30923-00-3)

Guidance literature:

With triphenylphosphine; In N,N-dimethyl-formamide; for 2h;

DOI:10.1107/S0108768104010912

Reference yield:

6,6'-diazido-6,6'-dideoxy-α,α'-trehalose → 6,6'-diamino-6,6'-dideoxy-α,α'-trehalose (30923-00-3)

Guidance literature:

With trimethylphosphane; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 0 - 20 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.bioorg.2021.104747

upstream raw materials:

TREHALOSE

6-azido-6-deoxy-α-D-glucopyranosyl-(1→1)-6-azido-6-deoxy-α-D-glucopyranoside

2,2',3,3',4,4'-hexa-O-acetyl-6,6'-bis-O-methylsulfonyl-α,α'-trehalose

2,3,4-tri-O-acetyl-6-azido-6-deoxy-α-D-glucopyranosyl-(1→1)-2,3,4-tri-O-acetyl-6-azido-6-deoxy-α-D-glucopyranoside

Downstream raw materials:

{[((2R,3S,4S,5R,6R)-6-{(2R,3R,4S,5S,6R)-6-[(2-Benzyloxycarbonylamino-acetylamino)-methyl]-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy}-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl)-carbamoyl]-methyl}-carbamic acid benzyl ester

{3-[((2R,3S,4S,5R,6R)-6-{(2R,3R,4S,5S,6R)-6-[(4-Benzyloxycarbonylamino-butyrylamino)-methyl]-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy}-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl)-carbamoyl]-propyl}-carbamic acid benzyl ester

Refernces

• 1、 Fernandez, Jose M. Garcia,Blanco, Jose L. Jimenez,Mellet, Carmen Ortiz,Fuentes, Jose. "Synthesis, Conformational Flexibility and Preliminary Complexation Behaviour of α,α'-Trehalose-based Macrocycles Containing Thiourea Spacers". . p. 57 - 58. Retrieved 1995.
• 2、 Greco, Valentina,Rizzarelli, Enrico,Sciuto, Sebastiano. "Mono- And dialdehyde of trehalose: New synthons to prepare trehalose bio-conjugates". . p. 9427 - 9432. Retrieved 2021/11/17.