trans-5S-(2'S-benzyloxycarbonylamino-3'phenylpropanamido)-7-(phenylsulfonyl)hept-6-en-1-(1-naphthalene)sulfonamide

Base Information

Chemical Name:trans-5S-(2'S-benzyloxycarbonylamino-3'phenylpropanamido)-7-(phenylsulfonyl)hept-6-en-1-(1-naphthalene)sulfonamide
CAS No.:1451454-32-2
Molecular Formula:C₄₀H₄₁N₃O₇S₂
Molecular Weight:739.913
Hs Code.:

Synonyms:trans-5S-(2'S-benzyloxycarbonylamino-3'phenylpropanamido)-7-(phenylsulfonyl)hept-6-en-1-(1-naphthalene)sulfonamide

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Chemical Property of trans-5S-(2'S-benzyloxycarbonylamino-3'phenylpropanamido)-7-(phenylsulfonyl)hept-6-en-1-(1-naphthalene)sulfonamide

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Technology Process of trans-5S-(2'S-benzyloxycarbonylamino-3'phenylpropanamido)-7-(phenylsulfonyl)hept-6-en-1-(1-naphthalene)sulfonamide

There total 11 articles about trans-5S-(2'S-benzyloxycarbonylamino-3'phenylpropanamido)-7-(phenylsulfonyl)hept-6-en-1-(1-naphthalene)sulfonamide 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: 67.0%

: 85-46-1
1-Naphthalenesulfonyl chloride

: trans-5S-(2'S-benzyloxycarbonylamino-3'phenylpropanamido)-7-(phenylsulfonyl)hept-6-en-1-ammonium chloride

: 1451454-32-2
trans-5S-(2'S-benzyloxycarbonylamino-3'phenylpropanamido)-7-(phenylsulfonyl)hept-6-en-1-(1-naphthalene)sulfonamide

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 15h;
DOI:10.1021/jm400294w

Reference yield:

: 56069-39-7
diethyl phenylsulfonylmethylphosphonate

: 1451454-32-2
trans-5S-(2'S-benzyloxycarbonylamino-3'phenylpropanamido)-7-(phenylsulfonyl)hept-6-en-1-(1-naphthalene)sulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: acetic acid / 1 h / 20 °C

3.1: IRA₄₀₀ Amberlite resin / water / 48 h

4.1: triethylamine / dichloromethane / 15 h / 0 - 20 °C

With sodium hydride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; mineral oil; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jm400294w

Reference yield:

: 1451454-53-7
2S-(2S-benzyloxycarbonylamino-3-phenylpropanamido)-6-(tert-butoxycarbonylamino)hexanal

: 1451454-32-2
trans-5S-(2'S-benzyloxycarbonylamino-3'phenylpropanamido)-7-(phenylsulfonyl)hept-6-en-1-(1-naphthalene)sulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: acetic acid / 1 h / 20 °C

3.1: IRA₄₀₀ Amberlite resin / water / 48 h

4.1: triethylamine / dichloromethane / 15 h / 0 - 20 °C

With sodium hydride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; mineral oil; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jm400294w