tert-butyl 3-((2S)-2-chloro-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoate

Base Information

Chemical Name:tert-butyl 3-((2S)-2-chloro-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoate
CAS No.:1613269-49-0
Molecular Formula:C₂₄H₃₄BClO₅
Molecular Weight:448.795
Hs Code.:

Synonyms:tert-butyl 3-((2S)-2-chloro-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl 3-((2S)-2-chloro-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoate

Chemical Property:

Boiling Point:507.7±50.0 °C(Predicted)
Density:1.16±0.1 g/cm3(Predicted)

Purity/Quality:: 98%min ^*data from raw suppliers

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Technology Process of tert-butyl 3-((2S)-2-chloro-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoate

There total 9 articles about tert-butyl 3-((2S)-2-chloro-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoate 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:

: 75-09-2
dichloromethane

: 1155425-68-5
2-methoxy-3-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-ylmethyl)-benzoic acid tert-butyl ester

: 1613269-49-0
tert-butyl 3-((2S)-2-chloro-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoate

Guidance literature:: dichloromethane; 2-methoxy-3-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-ylmethyl)-benzoic acid tert-butyl ester; In tetrahydrofuran; at -60 ℃; for 0.5h;

With lithium diisopropyl amide; In tetrahydrofuran; at -60 ℃; for 0.5h;

With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at -16 - 0 ℃; for 1.5h;

Reference yield:

: 18680-27-8
pinanediol

: 1613269-49-0
tert-butyl 3-((2S)-2-chloro-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene / 3 h

2.1: thionyl chloride / 1 h / 95 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.42 h / -5 °C

3.2: 4 h

4.1: n-butyllithium / tetrahydrofuran; hexane / 1.58 h / Cooling

4.2: 16.5 h

5.1: tetrahydrofuran / 0.5 h / -60 °C

5.2: 0.5 h / -60 °C

5.3: 1.5 h / -16 - 0 °C

With n-butyllithium; thionyl chloride; In tetrahydrofuran; hexane; toluene;

Reference yield:

: 1155425-67-4
2-methoxy-3-(2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]dec-4-yl)benzoic acid tert-butyl ester

: 1613269-49-0
tert-butyl 3-((2S)-2-chloro-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.58 h / Cooling

1.2: 16.5 h

2.1: tetrahydrofuran / 0.5 h / -60 °C

2.2: 0.5 h / -60 °C

2.3: 1.5 h / -16 - 0 °C

With n-butyllithium; In tetrahydrofuran; hexane;