tert-butyl (R)-4-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)butylcarbamate

Base Information

Chemical Name:tert-butyl (R)-4-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)butylcarbamate
CAS No.:889663-03-0
Molecular Formula:C₂₄H₃₇NO₇
Molecular Weight:451.56
Hs Code.:

Synonyms:tert-butyl (R)-4-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)butylcarbamate

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Chemical Property of tert-butyl (R)-4-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)butylcarbamate

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Technology Process of tert-butyl (R)-4-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)butylcarbamate

There total 8 articles about tert-butyl (R)-4-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)butylcarbamate 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: 89.0%

: 889663-02-9
(R)-4-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)butan-1-amine

: 24424-99-5
di-tert-butyl dicarbonate

: 889663-03-0
tert-butyl (R)-4-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)butylcarbamate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/jo052418r

Reference yield:

: 889662-74-2
(S)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol

: 889663-03-0
tert-butyl (R)-4-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)butylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 75 percent / ZrCl₄ / acetonitrile / 0.67 h / 20 °C

2.1: BH₃-DMS / tetrahydrofuran / 24 h / 20 °C

2.2: 73 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 4 h

3.1: 97 percent / Et₃N / CH₂Cl₂ / 10 h / 20 °C

4.1: 95 percent / NaN₃ / dimethylformamide / 4 h / 60 °C

5.1: H₂ / Pd-C / methanol / 12 h / 20 °C

6.1: 89 percent / Et₃N / tetrahydrofuran / 2 h / 20 °C

With sodium azide; dimethylsulfide borane complex; hydrogen; zirconium(IV) chloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo052418r

Reference yield:

: 889662-80-0
(3aR,5R,6S,6aR)-tetrahydro-6-methoxy-5-((R)-1-(4-methoxyphenyl)but-3-enyl)-2,2-dimethylfuro[3,2-d][1,3]dioxol

: 889663-03-0
tert-butyl (R)-4-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)butylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: BH₃-DMS / tetrahydrofuran / 24 h / 20 °C

1.2: 73 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 4 h

2.1: 97 percent / Et₃N / CH₂Cl₂ / 10 h / 20 °C

3.1: 95 percent / NaN₃ / dimethylformamide / 4 h / 60 °C

4.1: H₂ / Pd-C / methanol / 12 h / 20 °C

5.1: 89 percent / Et₃N / tetrahydrofuran / 2 h / 20 °C

With sodium azide; dimethylsulfide borane complex; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo052418r