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

Base Information

• Chemical Name: 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
• CAS No.: 110537-71-8
• Molecular Formula: C₅₄H₆₄N₄O₁₄
• Molecular Weight: 993.121

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 4 articles about 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 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:

tetra-N-benzyl-5,6-O-cyclohexylidene-tetra-N-methoxycarbonylneamin (110537-70-7) → 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)

Guidance literature:

With periodic acid; In tetrahydrofuran; for 1h;

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

Reference yield:

benzyl bromide (100-39-0) → 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)

Guidance literature:

Multi-step reaction with 3 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

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

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

Reference yield:

3',4':5,6-di-O-cyclohexylidene-tetra-N-methoxycarbonylneamine (82472-81-9) → 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)

Guidance literature:

Multi-step reaction with 3 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

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

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

upstream raw materials:

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

benzyl bromide

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

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

Downstream raw materials:

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

1,3-di-N-benzyl-5,6-O-cyclohexylidene-2-deoxy-1,3-di-N-methoxycarbonylstreptamine

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

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