benzyl benzyl((3aS,4S,6S,7S,7aR)-7-hydroxy-6-((methoxymethoxy)methyl)-2,2-dimethyl-hexahydrobenzo[d][1,3]dioxol-4-yl)carbamate

Base Information

Chemical Name:benzyl benzyl((3aS,4S,6S,7S,7aR)-7-hydroxy-6-((methoxymethoxy)methyl)-2,2-dimethyl-hexahydrobenzo[d][1,3]dioxol-4-yl)carbamate
CAS No.:1337557-54-6
Molecular Formula:C₂₇H₃₅NO₇
Molecular Weight:485.577
Hs Code.:

Synonyms:benzyl benzyl((3aS,4S,6S,7S,7aR)-7-hydroxy-6-((methoxymethoxy)methyl)-2,2-dimethyl-hexahydrobenzo[d][1,3]dioxol-4-yl)carbamate

Suppliers and Price of benzyl benzyl((3aS,4S,6S,7S,7aR)-7-hydroxy-6-((methoxymethoxy)methyl)-2,2-dimethyl-hexahydrobenzo[d][1,3]dioxol-4-yl)carbamate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of benzyl benzyl((3aS,4S,6S,7S,7aR)-7-hydroxy-6-((methoxymethoxy)methyl)-2,2-dimethyl-hexahydrobenzo[d][1,3]dioxol-4-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of benzyl benzyl((3aS,4S,6S,7S,7aR)-7-hydroxy-6-((methoxymethoxy)methyl)-2,2-dimethyl-hexahydrobenzo[d][1,3]dioxol-4-yl)carbamate

There total 14 articles about benzyl benzyl((3aS,4S,6S,7S,7aR)-7-hydroxy-6-((methoxymethoxy)methyl)-2,2-dimethyl-hexahydrobenzo[d][1,3]dioxol-4-yl)carbamate 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: 68.0%

: 1337557-53-5
benzyl benzyl((3aS,4S,7aR)-6-((methoxymethoxy)methyl)-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)carbamate

: 1337557-54-6
benzyl benzyl((3aS,4S,6S,7S,7aR)-7-hydroxy-6-((methoxymethoxy)methyl)-2,2-dimethyl-hexahydrobenzo[d][1,3]dioxol-4-yl)carbamate

Guidance literature:: benzyl benzyl((3aS,4S,7aR)-6-((methoxymethoxy)methyl)-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)carbamate; With dimethylsulfide borane complex; In tetrahydrofuran; at -10 - 20 ℃; for 0.5h;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 2h; stereoselective reaction;
DOI:10.1016/j.tetasy.2011.07.009

Reference yield:

: 1233851-78-9
(R)-1-((4R,5S)-5-((S)-1-(benzylamino)-but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tert-butyl-dimethylsilyloxy)ethanol

: 1337557-54-6
benzyl benzyl((3aS,4S,6S,7S,7aR)-7-hydroxy-6-((methoxymethoxy)methyl)-2,2-dimethyl-hexahydrobenzo[d][1,3]dioxol-4-yl)carbamate

Guidance literature:: Multi-step reaction with 11 steps

1.1: 1H-imidazole / dichloromethane / 0.17 h / 0 °C

2.1: sodium hydride / tetrahydrofuran; toluene; mineral oil / 1 h / 20 °C / Cooling with ice

3.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / -10 - 20 °C

3.2: 2 h / 0 - 20 °C

4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 5 h / 20 °C / Cooling with ice

5.1: triethylamine / dichloromethane / 3 h / 20 °C

6.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0.5 h / -78 °C

7.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Cooling with ice

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

9.1: 1H-imidazole; iodine; triphenylphosphine / toluene / 4 h / 60 °C / Reflux

10.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 12 h / Reflux

11.1: dimethylsulfide borane complex / tetrahydrofuran / 0.5 h / -10 - 20 °C

11.2: 2 h / 0 - 20 °C

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; sodium tetrahydroborate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; cerium(III) chloride heptahydrate; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; iodine; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; toluene; mineral oil;
DOI:10.1016/j.tetasy.2011.07.009

Reference yield:

: 1233851-81-4
(S)-N-benzyl-1-((4S,5S)-5-((R)-3,3-diethyl-8,8,9,9-tetramethyl-4,7-dioxa-3,8-disiladecan-5-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-amine

: 1337557-54-6
benzyl benzyl((3aS,4S,6S,7S,7aR)-7-hydroxy-6-((methoxymethoxy)methyl)-2,2-dimethyl-hexahydrobenzo[d][1,3]dioxol-4-yl)carbamate

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydride / tetrahydrofuran; toluene; mineral oil / 1 h / 20 °C / Cooling with ice

2.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / -10 - 20 °C

2.2: 2 h / 0 - 20 °C

3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 5 h / 20 °C / Cooling with ice

4.1: triethylamine / dichloromethane / 3 h / 20 °C

5.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0.5 h / -78 °C

6.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Cooling with ice

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

8.1: 1H-imidazole; iodine; triphenylphosphine / toluene / 4 h / 60 °C / Reflux

9.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 12 h / Reflux

10.1: dimethylsulfide borane complex / tetrahydrofuran / 0.5 h / -10 - 20 °C

10.2: 2 h / 0 - 20 °C

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; sodium tetrahydroborate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; cerium(III) chloride heptahydrate; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; iodine; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; toluene; mineral oil;
DOI:10.1016/j.tetasy.2011.07.009