N-{3-[(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-3,6-dihydro-2H-pyridin-1-yl]-3-oxo-propyl}-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-{3-[(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-3,6-dihydro-2H-pyridin-1-yl]-3-oxo-propyl}-4-methyl-benzenesulfonamide
• CAS No.: 135068-61-0
• Molecular Formula: C₄₀H₅₄N₂O₇S
• Molecular Weight: 706.944

Synonyms:N-{3-[(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-3,6-dihydro-2H-pyridin-1-yl]-3-oxo-propyl}-4-methyl-benzenesulfonamide

Chemical Property of N-{3-[(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-3,6-dihydro-2H-pyridin-1-yl]-3-oxo-propyl}-4-methyl-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-{3-[(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-3,6-dihydro-2H-pyridin-1-yl]-3-oxo-propyl}-4-methyl-benzenesulfonamide

There total 15 articles about N-{3-[(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-3,6-dihydro-2H-pyridin-1-yl]-3-oxo-propyl}-4-methyl-benzenesulfonamide 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: 94.0%

N-(toluene-4-sulfonyl)-β-alanyl chloride (61341-03-5) + (2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-1,2,3,6-tetrahydro-pyridine (135068-60-9) → N-{3-[(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-3,6-dihydro-2H-pyridin-1-yl]-3-oxo-propyl}-4-methyl-benzenesulfonamide (135068-61-0)

Guidance literature:

With potassium carbonate; In water; toluene; benzene;

DOI:10.1016/S0040-4039(00)74295-X

Reference yield:

Tetrakis(benzyloxy)titanium (19803-37-3) → N-{3-[(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-3,6-dihydro-2H-pyridin-1-yl]-3-oxo-propyl}-4-methyl-benzenesulfonamide (135068-61-0)

Guidance literature:

Multi-step reaction with 13 steps

2: (COCl)2, N(C₂H₅)3 / dimethylsulfoxide; CH₂Cl₂

3: NaH / diethyl ether

4: 90 percent / DIBAH / CH₂Cl₂

5: PDC / dimethylformamide

6: tetrahydrofuran

7: 81 percent / 144 h / 40 °C

8: 92 percent / LAH / diethyl ether

9: (COCl)2, N(C₂H₅)3 / dimethylsulfoxide; CH₂Cl₂ / -60 °C

10: tetrahydrofuran

11: 93 percent / CSA

12: 86 percent / Na, C₁₀H₈ / tetrahydrofuran

13: 94 percent / K₂CO₃ / benzene; toluene; H₂O

With lithium aluminium tetrahydride; dipyridinium dichromate; oxalyl dichloride; naphthalene; camphor-10-sulfonic acid; sodium; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1016/S0040-4039(00)74295-X

Reference yield:

[(2S,3S)-3-pentyloxiran-2-yl]methanol (89461-51-8) → N-{3-[(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-3,6-dihydro-2H-pyridin-1-yl]-3-oxo-propyl}-4-methyl-benzenesulfonamide (135068-61-0)

Guidance literature:

Multi-step reaction with 13 steps

2: (COCl)2, N(C₂H₅)3 / dimethylsulfoxide; CH₂Cl₂

3: NaH / diethyl ether

4: 90 percent / DIBAH / CH₂Cl₂

5: PDC / dimethylformamide

6: tetrahydrofuran

7: 81 percent / 144 h / 40 °C

8: 92 percent / LAH / diethyl ether

9: (COCl)2, N(C₂H₅)3 / dimethylsulfoxide; CH₂Cl₂ / -60 °C

10: tetrahydrofuran

11: 93 percent / CSA

12: 86 percent / Na, C₁₀H₈ / tetrahydrofuran

13: 94 percent / K₂CO₃ / benzene; toluene; H₂O

With lithium aluminium tetrahydride; dipyridinium dichromate; oxalyl dichloride; naphthalene; camphor-10-sulfonic acid; sodium; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1016/S0040-4039(00)74295-X

upstream raw materials:

N-(toluene-4-sulfonyl)-β-alanyl chloride

(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-1,2,3,6-tetrahydro-pyridine

Tetrakis(benzyloxy)titanium

[(2S,3S)-3-pentyloxiran-2-yl]methanol

Downstream raw materials:

N-{3-[(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-3,6-dihydro-2H-pyridin-1-yl]-propyl}-4-methyl-benzenesulfonamide

(4S,15aS)-4-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-8-(toluene-4-sulfonyl)-1,4,6,7,8,9,10,11,12,13,15,15a-dodecahydro-5H-4a,8,13-triaza-benzocyclotridecen-14-one

N-{4-[{3-[(2R,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-2-(2,2-dimethoxy-ethyl)-3,6-dihydro-2H-pyridin-1-yl]-propyl}-(toluene-4-sulfonyl)-amino]-butyl}-2,2,2-trifluoro-acetamide

[(2S,6S)-6-((1S,2R)-1,2-Bis-benzyloxy-heptyl)-1-(3-{(toluene-4-sulfonyl)-[4-(2,2,2-trifluoro-acetylamino)-butyl]-amino}-propyl)-1,2,3,6-tetrahydro-pyridin-2-yl]-acetic acid methyl ester

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