rac-(E)-1-chloro-7-(methoxycarbonyl)amino-8-(trityloxy)-2-octene

Base Information

Chemical Name:rac-(E)-1-chloro-7-(methoxycarbonyl)amino-8-(trityloxy)-2-octene
CAS No.:153198-58-4
Molecular Formula:C₂₉H₃₂ClNO₃
Molecular Weight:478.031
Hs Code.:

Synonyms:rac-(E)-1-chloro-7-(methoxycarbonyl)amino-8-(trityloxy)-2-octene

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Chemical Property of rac-(E)-1-chloro-7-(methoxycarbonyl)amino-8-(trityloxy)-2-octene

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Technology Process of rac-(E)-1-chloro-7-(methoxycarbonyl)amino-8-(trityloxy)-2-octene

There total 13 articles about rac-(E)-1-chloro-7-(methoxycarbonyl)amino-8-(trityloxy)-2-octene 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: 90.0%

: 157331-00-5
rac-(E)-7-(methoxycarbonyl)amino-8-(trityloxy)-2-octen-1-ol

: 153198-58-4
rac-(E)-1-chloro-7-(methoxycarbonyl)amino-8-(trityloxy)-2-octene

Guidance literature:: With dmap; p-toluenesulfonyl chloride; In dichloromethane; for 64h;
DOI:10.1016/S0040-4020(01)85638-6

Reference yield:

: 14739-10-7
4-(2,2-dimethyl-1,3-dioxolane-4-yl)-1-butanol

: 153198-58-4
rac-(E)-1-chloro-7-(methoxycarbonyl)amino-8-(trityloxy)-2-octene

Guidance literature:: Multi-step reaction with 11 steps

1: 561 mg / PCC, molecular sieves 4A / CH₂Cl₂ / 0.5 h / 0 °C

2: 63 percent / conc. HCl / 4 h / -15 °C

3: 1.22 g / DMAP, pyridine / 4 h / 70 °C

4: pyridine / 2 h

5: 79 percent / sodium azide / dimethylformamide / 15 h / 70 °C

6: 353 mg / LiAlH₄ / tetrahydrofuran / 1.5 h / Ambient temperature

7: 73 percent / K₂CO₃ / acetone; H₂O / 1.5 h / Ambient temperature

8: 203 mg / CaCO₃, HgCl₂ / acetonitrile; H₂O / 0.5 h / Ambient temperature

9: 100 percent / 60percent NaH in mineral oil / tetrahydrofuran / 0.5 h / Ambient temperature

10: 88 percent / Dibal-H / CH₂Cl₂; toluene / 0.5 h / -78 °C

11: 90 percent / tosyl chloride, DMAP / CH₂Cl₂ / 64 h

With pyridine; hydrogenchloride; dmap; lithium aluminium tetrahydride; sodium azide; 4 A molecular sieve; sodium hydride; diisobutylaluminium hydride; potassium carbonate; p-toluenesulfonyl chloride; pyridinium chlorochromate; calcium carbonate; mercury dichloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1016/S0040-4020(01)85638-6

Reference yield:

: 106-69-4,112254-74-7
hexane-1,2,6-triol

: 153198-58-4
rac-(E)-1-chloro-7-(methoxycarbonyl)amino-8-(trityloxy)-2-octene

Guidance literature:: Multi-step reaction with 12 steps

1: 90 percent / DL-camphorsulfonic acid / acetone / 0.5 h

2: 561 mg / PCC, molecular sieves 4A / CH₂Cl₂ / 0.5 h / 0 °C

3: 63 percent / conc. HCl / 4 h / -15 °C

4: 1.22 g / DMAP, pyridine / 4 h / 70 °C

5: pyridine / 2 h

6: 79 percent / sodium azide / dimethylformamide / 15 h / 70 °C

7: 353 mg / LiAlH₄ / tetrahydrofuran / 1.5 h / Ambient temperature

8: 73 percent / K₂CO₃ / acetone; H₂O / 1.5 h / Ambient temperature

9: 203 mg / CaCO₃, HgCl₂ / acetonitrile; H₂O / 0.5 h / Ambient temperature

10: 100 percent / 60percent NaH in mineral oil / tetrahydrofuran / 0.5 h / Ambient temperature

11: 88 percent / Dibal-H / CH₂Cl₂; toluene / 0.5 h / -78 °C

12: 90 percent / tosyl chloride, DMAP / CH₂Cl₂ / 64 h

With pyridine; hydrogenchloride; dmap; lithium aluminium tetrahydride; sodium azide; 4 A molecular sieve; camphor-10-sulfonic acid; sodium hydride; diisobutylaluminium hydride; potassium carbonate; p-toluenesulfonyl chloride; pyridinium chlorochromate; calcium carbonate; mercury dichloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1016/S0040-4020(01)85638-6