tetra-N-benzyl-3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine

Base Information

• Chemical Name: tetra-N-benzyl-3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine
• CAS No.: 110537-69-4
• Molecular Formula: C₆₀H₇₄N₄O₁₄
• Molecular Weight: 1075.27
• Mol file: 110537-69-4.mol

Synonyms:tetra-N-benzyl-3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine

Chemical Property of tetra-N-benzyl-3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tetra-N-benzyl-3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine

There total 1 articles about tetra-N-benzyl-3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine 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: 83.0%

benzyl bromide (100-39-0) + 3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine (82472-81-9) → tetra-N-benzyl-3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine (110537-69-4)

Guidance literature:

With sodium hydride; N,N-dimethyl-formamide; at 25 ℃; for 24h;

DOI:10.1016/S0008-6215(00)90217-9

Reference yield: 81.0%

tetra-N-benzyl-3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine (110537-69-4) → tetra-N-benzyl-5,6-O-cyclohexylidene-tetra-N-methoxycarbonylneamin (110537-70-7)

Guidance literature:

With acetic acid; at 56 ℃; for 7h;

DOI:10.1016/S0008-6215(00)90217-9

Reference yield:

tetra-N-benzyl-3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine (110537-69-4) → 4-O-(6-amino-2,3,6-trideoxy-α-D-erythro-hexopyranosyl)-1,3-di-N-benzyl-5,6-O-cyclohexylidene-2-deoxystreptamine (110537-77-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 81 percent / 1:1 acetic acid / 7 h / 56 °C

2: periodic acid / tetrahydrofuran / 1 h

3: 0.15 g / triethylamine / methanol / 24 h / 25 °C

4: 81 percent / sodium methoxide / methanol / 2 h / 70 °C

5: 75 percent / boron trifluoride etherate, triethylamine / CHCl₃ / 2 h / -5 °C

6: 92 mg / hydrogen / 10 percent Pd-C / methanol / 3 h / 1520 Torr

7: 35 mg / MeONa / methanol

8: 1) CCl₄, tris(dimethylamino)phosphine 2) sodium azide / 1) N,N-dimethylformamid, -45 deg C, 1.5 h 2) 60 deg C, 48 h

9: 90 percent hydrazine hydrate / 10 percent Pd-C / propan-2-ol / 38 h / Heating

With tetrachloromethane; sodium azide; boron trifluoride diethyl etherate; hydrogen; sodium methylate; hydrazine hydrate; acetic acid; periodic acid; triethylamine; Hexamethylphosphorous triamide; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; isopropyl alcohol;

DOI:10.1016/S0008-6215(00)90217-9

upstream raw materials:

benzyl bromide

3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine

Downstream raw materials:

tetra-N-benzyl-5,6-O-cyclohexylidene-tetra-N-methoxycarbonylneamin

1L-N¹,N³-dibenzyl-N¹,O⁶-carbonyl-O⁴,O⁵-cyclohexane-1,1-diyl-N³-methoxycarbonyl-2-deoxy-streptamine

4-O-(6-amino-2,3,6-trideoxy-α-D-erythro-hexopyranosyl)-1,3-di-N-benzyl-5,6-O-cyclohexylidene-2-deoxystreptamine

4-O-<6-amino-4-O-(6-amino-2,3,6-trideoxy-α-D-erythro-hexopyranosyl)-2.3.6-trideoxy-α-D-erythro-hexopyranosyl>-2-deoxystreptamine tetrahydrochloride