2-((2S,4S,8S,E)-10-((4R,5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,4,6,8-tetramethyldec-6-enylsulfonyl)benzo[d]thiazole

Base Information

Chemical Name:2-((2S,4S,8S,E)-10-((4R,5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,4,6,8-tetramethyldec-6-enylsulfonyl)benzo[d]thiazole
CAS No.:866367-92-2
Molecular Formula:C₃₉H₅₇NO₆S₂
Molecular Weight:700.017
Hs Code.:

2-((2S,4S,8S,E)-10-((4R,5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,4,6,8-tetramethyldec-6-enylsulfonyl)benzo[d]thiazole

Synonyms:2-((2S,4S,8S,E)-10-((4R,5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,4,6,8-tetramethyldec-6-enylsulfonyl)benzo[d]thiazole

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Chemical Property of 2-((2S,4S,8S,E)-10-((4R,5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,4,6,8-tetramethyldec-6-enylsulfonyl)benzo[d]thiazole

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Technology Process of 2-((2S,4S,8S,E)-10-((4R,5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,4,6,8-tetramethyldec-6-enylsulfonyl)benzo[d]thiazole

There total 10 articles about 2-((2S,4S,8S,E)-10-((4R,5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,4,6,8-tetramethyldec-6-enylsulfonyl)benzo[d]thiazole 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: 85.0%

: 866367-89-7
2-((E)-(2S,4S,8S)-10-{(4R,5S,6R)-6-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,4,6,8-tetramethyl-dec-6-enylsulfanyl)-benzothiazole

: 866367-92-2
2-((2S,4S,8S,E)-10-((4R,5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,4,6,8-tetramethyldec-6-enylsulfonyl)benzo[d]thiazole

Guidance literature:: With ammonium heptamolybdate; dihydrogen peroxide; sodium acetate; In ethanol; at 0 ℃; for 4h;
DOI:10.1021/ol051512r

Reference yield:

: 866367-95-5
(E)-(3S,7S,9S)-10-Benzyloxy-3,5,7,9-tetramethyl-dec-4-en-1-ol

: 866367-92-2
2-((2S,4S,8S,E)-10-((4R,5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,4,6,8-tetramethyldec-6-enylsulfonyl)benzo[d]thiazole

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine

2.1: dimethylsulfoxide / 70 °C

3.1: 27 mg / DIBAL / toluene; hexane / 0.33 h / -78 °C

4.1: (-)-(Ipc)2BOTf; Et₃N / CH₂Cl₂ / 3 h / 0 °C

4.2: 70 percent / CH₂Cl₂ / 1 h / 0 °C

5.1: Me₄N(OAc)3BH; AcOH / acetonitrile / -20 °C

6.1: 78 mg / pyridinium p-toluenesulfonate / CH₂Cl₂ / 3 h

7.1: 82 percent / H₂; W-2 Raney nickel / ethanol / 20 °C

8.1: 87 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C

9.1: 85 percent / (NH₄)6Mo₇O₂₄*4H₂O; NaOAc; aq. H₂O₂ / ethanol / 4 h / 0 °C

With pyridine; ammonium heptamolybdate; di-isopropyl azodicarboxylate; W-2 Raney nickel; hydrogen; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; acetic acid; (+)-diisopinocampheylborane trifluoromethanesulfonate; triethylamine; triphenylphosphine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; ethanol; hexane; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; 8.1: Mitsunobu reaction;
DOI:10.1021/ol051512r

Reference yield:

: 866367-86-4
(E)-(4S,8S,10S)-11-benzyloxy-4,6,8,10-tetramethylundec-5-enal

: 866367-92-2
2-((2S,4S,8S,E)-10-((4R,5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-2,4,6,8-tetramethyldec-6-enylsulfonyl)benzo[d]thiazole

Guidance literature:: Multi-step reaction with 6 steps

1.1: (-)-(Ipc)2BOTf; Et₃N / CH₂Cl₂ / 3 h / 0 °C

1.2: 70 percent / CH₂Cl₂ / 1 h / 0 °C

2.1: Me₄N(OAc)3BH; AcOH / acetonitrile / -20 °C

3.1: 78 mg / pyridinium p-toluenesulfonate / CH₂Cl₂ / 3 h

4.1: 82 percent / H₂; W-2 Raney nickel / ethanol / 20 °C

5.1: 87 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C

6.1: 85 percent / (NH₄)6Mo₇O₂₄*4H₂O; NaOAc; aq. H₂O₂ / ethanol / 4 h / 0 °C

With ammonium heptamolybdate; di-isopropyl azodicarboxylate; W-2 Raney nickel; hydrogen; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; acetic acid; (+)-diisopinocampheylborane trifluoromethanesulfonate; triethylamine; triphenylphosphine; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile; 5.1: Mitsunobu reaction;
DOI:10.1021/ol051512r