benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-6-iodo-α-D-erythro-hex-3-enopyranoside

Base Information

• Chemical Name: benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-6-iodo-α-D-erythro-hex-3-enopyranoside
• CAS No.: 94795-48-9
• Molecular Formula: C₂₁H₂₂INO₄
• Molecular Weight: 479.314

Synonyms:benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-6-iodo-α-D-erythro-hex-3-enopyranoside

Chemical Property of benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-6-iodo-α-D-erythro-hex-3-enopyranoside

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Technology Process of benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-6-iodo-α-D-erythro-hex-3-enopyranoside

There total 2 articles about benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-6-iodo-α-D-erythro-hex-3-enopyranoside 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: 56.0%

benzyl-(2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside) (2862-10-4) → benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-6-iodo-β-D-erythro-hex-3-enopyranoside (131175-91-2) + benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-6-iodo-α-D-erythro-hex-3-enopyranoside (94795-48-9)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In toluene; acetonitrile; at 80 ℃; for 3h;

DOI:10.1016/0008-6215(90)80160-5

Reference yield: 13.5%

benzyl-(2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside) (2862-10-4) → benzyl 2-benzyloxycarbonylamino-2,3,6-trideoxy-3,6-di-iodo-α-D-allopyranoside (131085-40-0) + benzyl 2-benzyloxycarbonylamino-2,4,6-trideoxy-4,6-di-iodo-α-D-galactopyranoside (131109-99-4) + benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-6-iodo-α-D-erythro-hex-3-enopyranoside (94795-48-9)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In toluene; acetonitrile; at 80 ℃; for 3h;

DOI:10.1016/0008-6215(90)80160-5

Reference yield: 82.0%

benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-6-iodo-α-D-erythro-hex-3-enopyranoside (94795-48-9) → benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-α-D-erythro-hex-3-enopyranoside (131085-43-3)

Guidance literature:

With α-azoisobutyronitrile; tri-n-butyl-tin hydride; In benzene; for 1h; Heating;

DOI:10.1016/0008-6215(90)80160-5

upstream raw materials:

benzyl-(2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside)

Downstream raw materials:

benzyl 2-benzyloxycarbonylamino-2,3,4,6-tetradeoxy-α-D-erythro-hex-3-enopyranoside

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