(5R,7S,8R,9R,10S)-8,9,10-Tris(benzyloxy)-7-methoxy-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]dec-2-ene

Base Information

• Chemical Name: (5R,7S,8R,9R,10S)-8,9,10-Tris(benzyloxy)-7-methoxy-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]dec-2-ene
• CAS No.: 243980-62-3
• Molecular Formula: C₃₆H₃₇NO₆
• Molecular Weight: 579.693

Synonyms:(5R,7S,8R,9R,10S)-8,9,10-Tris(benzyloxy)-7-methoxy-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]dec-2-ene

Chemical Property of (5R,7S,8R,9R,10S)-8,9,10-Tris(benzyloxy)-7-methoxy-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]dec-2-ene

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Technology Process of (5R,7S,8R,9R,10S)-8,9,10-Tris(benzyloxy)-7-methoxy-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]dec-2-ene

There total 2 articles about (5R,7S,8R,9R,10S)-8,9,10-Tris(benzyloxy)-7-methoxy-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]dec-2-ene 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: 44.0%

p-methylbenzaldehyde oxime (3235-02-7,3717-15-5,3717-16-6,140461-26-3,140461-27-4) + methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside (85716-44-5) → (5R,7S,8R,9R,10S)-8,9,10-Tris(benzyloxy)-7-methoxy-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]dec-2-ene (243980-62-3)

Guidance literature:

p-methylbenzaldehyde oxime; With pyridine; N-chloro-succinimide; triethylamine; for 0.333333h; Heating;

methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside; With triethylamine; In chloroform; for 24h; Further stages.; Heating;

DOI:10.1039/b007654f

Reference yield:

p-methylbenzaldehyde oxime (3235-02-7,3717-15-5,3717-16-6,140461-26-3,140461-27-4) + methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside (85716-44-5) → (5R,7S,8R,9R,10S)-8,9,10-Tris(benzyloxy)-7-methoxy-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]dec-2-ene (243980-62-3) + (5S,7S,8R,9R,10S)-8,9,10-Tris-benzyloxy-7-methoxy-3-p-tolyl-1,6-dioxa-2-aza-spiro[4.5]dec-2-ene

Guidance literature:

With pyridine; N-chloro-succinimide; triethylamine; In chloroform; for 1.5h; Heating;

DOI:10.1055/s-1999-2792

Reference yield: 51.0%

(5R,7S,8R,9R,10S)-8,9,10-Tris(benzyloxy)-7-methoxy-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]dec-2-ene (243980-62-3) → (2S,3R,4S)-6-[(Z)-1-Amino(4-methylphenyl)methylene]-2,3,4-tris(benzyloxy)cyclohexanone

Guidance literature:

With hydrogen; magnesium sulfate; acetic acid; nickel; In methanol; at 20 ℃; for 1.5h;

DOI:10.1039/b007654f

upstream raw materials:

p-methylbenzaldehyde oxime

methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside

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