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

Base Information

• Chemical Name: 1L-N¹,N³-dibenzyl-N¹,O⁶-carbonyl-O⁴,O⁵-cyclohexane-1,1-diyl-N³-methoxycarbonyl-2-deoxy-streptamine
• CAS No.: 73023-62-8
• Molecular Formula: C₂₉H₃₄N₂O₆
• Molecular Weight: 506.599
• Mol file: 73023-62-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 1L-N¹,N³-dibenzyl-N¹,O⁶-carbonyl-O⁴,O⁵-cyclohexane-1,1-diyl-N³-methoxycarbonyl-2-deoxy-streptamine 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:

1,3-di-N-benzyl-4-O-<(1R,2R)-2-(N-benzylmethoxycarbonylamino)-1-<(1R)-2-(N-benzylmethoxycarbonylamino)-1-formylethoxy>-2-formylethyl>-5,6-O-cyclohexylidene-2-deoxy-1,3-di-N-methoxycarbonylstreptamine (110537-71-8) → 1L-N1,N3-dibenzyl-N1,O6-carbonyl-O4,O5-cyclohexane-1,1-diyl-N3-methoxycarbonyl-2-deoxy-streptamine (73023-62-8) + 1,3-di-N-benzyl-5,6-O-cyclohexylidene-2-deoxy-1,3-di-N-methoxycarbonylstreptamine (66266-01-1,73068-63-0)

Guidance literature:

With triethylamine; In methanol; at 25 ℃; for 24h;

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

Reference yield:

3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine (82472-81-9) → 1L-N1,N3-dibenzyl-N1,O6-carbonyl-O4,O5-cyclohexane-1,1-diyl-N3-methoxycarbonyl-2-deoxy-streptamine (73023-62-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / sodium hydride, N,N-dimethylformamide / 24 h / 25 °C

2: 81 percent / 1:1 acetic acid / 7 h / 56 °C

3: periodic acid / tetrahydrofuran / 1 h

4: 0.15 g / triethylamine / methanol / 24 h / 25 °C

With sodium hydride; acetic acid; periodic acid; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol;

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

Reference yield:

tetra-N-benzyl-5,6-O-cyclohexylidene-tetra-N-methoxycarbonylneamin (110537-70-7) → 1L-N1,N3-dibenzyl-N1,O6-carbonyl-O4,O5-cyclohexane-1,1-diyl-N3-methoxycarbonyl-2-deoxy-streptamine (73023-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: periodic acid / tetrahydrofuran / 1 h

2: 0.15 g / triethylamine / methanol / 24 h / 25 °C

With periodic acid; triethylamine; In tetrahydrofuran; methanol;

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

upstream raw materials:

1,3-di-N-benzyl-4-O-<(1R,2R)-2-(N-benzylmethoxycarbonylamino)-1-<(1R)-2-(N-benzylmethoxycarbonylamino)-1-formylethoxy>-2-formylethyl>-5,6-O-cyclohexylidene-2-deoxy-1,3-di-N-methoxycarbonylstreptamine

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

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

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

Downstream raw materials:

1,3-di-N-benzyl-5,6-O-cyclohexylidene-2-deoxy-4-O-(2,3-dideoxy-α-D-erythro-hexopyranosyl)-1,3-di-N-methoxycarbonylstreptamine

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

1,3-di-N-benzyl-5,6-O-cyclohexylidene-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-1,3-di-N-methoxycarbonylstreptamine

1,3-di-N-benzyl-5,6-O-cyclohexylidene-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hexopyranosyl)-1.3-di-N-methoxycarbonylstreptamine