tert-Butyl-[(3R,4S)-3,4-dimethyl-7-((2R,4aR,7R,8aR,9aS,10aS)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-hept-6-ynyloxy]-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-[(3R,4S)-3,4-dimethyl-7-((2R,4aR,7R,8aR,9aS,10aS)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-hept-6-ynyloxy]-diphenyl-silane
CAS No.:181263-19-4
Molecular Formula:C₄₁H₅₂O₅Si
Molecular Weight:652.946
Hs Code.:

Synonyms:tert-Butyl-[(3R,4S)-3,4-dimethyl-7-((2R,4aR,7R,8aR,9aS,10aS)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-hept-6-ynyloxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[(3R,4S)-3,4-dimethyl-7-((2R,4aR,7R,8aR,9aS,10aS)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-hept-6-ynyloxy]-diphenyl-silane

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Technology Process of tert-Butyl-[(3R,4S)-3,4-dimethyl-7-((2R,4aR,7R,8aR,9aS,10aS)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-hept-6-ynyloxy]-diphenyl-silane

There total 14 articles about tert-Butyl-[(3R,4S)-3,4-dimethyl-7-((2R,4aR,7R,8aR,9aS,10aS)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-hept-6-ynyloxy]-diphenyl-silane 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:

: 35303-86-7
(2R,3S,4S,5R,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-ol

: 181263-19-4
tert-Butyl-[(3R,4S)-3,4-dimethyl-7-((2R,4aR,7R,8aR,9aS,10aS)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-hept-6-ynyloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) NaH, CS₂, MeI, 2.) Bu₃SnH, AIBN / 1.) THF, 23 deg C, 2.) toluene, 110 deg C

2: 70 percent / 1N aq. HCl / acetic acid / 60 °C

3: 60 percent / (COCl)2, DMSO / CH₂Cl₂ / -78 °C

4: tetrahydrofuran / -78 °C

5: Et₃SiH, BF₃*Et₂O / CH₂Cl₂ / -20 °C

6: 1.) catecholborane, (PPh₃)RhCl, 2.) 30percent aq. H₂O₂, 3 N aq. NaOH / 1.) THF, 23 deg C, 2.) 23 deg C

7: 80 percent / CrO₃, H₂SO₄

8: 85 percent / H₂ / Pd(OH)2/C / methanol / 23 °C

9: 90 percent / p-TsOH / dimethylformamide / 50 °C

10: 95 percent / CSA / benzene / 80 °C

11: 1.) n-BuLi, 2.) Et₃SiH, BF₃*Et₂O / 1.) THF, -78 deg C, 2.) CH₂Cl₂, -25 deg C

With chromium(VI) oxide; hydrogenchloride; triethylsilane; carbon disulfide; sodium hydroxide; n-butyllithium; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); (PPh₃)RhCl; sulfuric acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; tri-n-butyl-tin hydride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; methyl iodide; benzo[1,3,2]dioxaborole; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja961230+

Reference yield:

: 90124-36-0
2,4,6-tri-O-benzyl-3-deoxy-α-D-methylglucopyranoside

: 181263-19-4
tert-Butyl-[(3R,4S)-3,4-dimethyl-7-((2R,4aR,7R,8aR,9aS,10aS)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-hept-6-ynyloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1: 70 percent / 1N aq. HCl / acetic acid / 60 °C

2: 60 percent / (COCl)2, DMSO / CH₂Cl₂ / -78 °C

3: tetrahydrofuran / -78 °C

4: Et₃SiH, BF₃*Et₂O / CH₂Cl₂ / -20 °C

5: 1.) catecholborane, (PPh₃)RhCl, 2.) 30percent aq. H₂O₂, 3 N aq. NaOH / 1.) THF, 23 deg C, 2.) 23 deg C

6: 80 percent / CrO₃, H₂SO₄

7: 85 percent / H₂ / Pd(OH)2/C / methanol / 23 °C

8: 90 percent / p-TsOH / dimethylformamide / 50 °C

9: 95 percent / CSA / benzene / 80 °C

10: 1.) n-BuLi, 2.) Et₃SiH, BF₃*Et₂O / 1.) THF, -78 deg C, 2.) CH₂Cl₂, -25 deg C

With chromium(VI) oxide; hydrogenchloride; triethylsilane; sodium hydroxide; n-butyllithium; oxalyl dichloride; (PPh₃)RhCl; sulfuric acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; toluene-4-sulfonic acid; dimethyl sulfoxide; benzo[1,3,2]dioxaborole; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja961230+

Reference yield:

: 2,4,6-tri-O-benzyl-3-deoxy-D-ribo-hexopyranose

: 181263-19-4
tert-Butyl-[(3R,4S)-3,4-dimethyl-7-((2R,4aR,7R,8aR,9aS,10aS)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-hept-6-ynyloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1: 60 percent / (COCl)2, DMSO / CH₂Cl₂ / -78 °C

2: tetrahydrofuran / -78 °C

3: Et₃SiH, BF₃*Et₂O / CH₂Cl₂ / -20 °C

4: 1.) catecholborane, (PPh₃)RhCl, 2.) 30percent aq. H₂O₂, 3 N aq. NaOH / 1.) THF, 23 deg C, 2.) 23 deg C

5: 80 percent / CrO₃, H₂SO₄

6: 85 percent / H₂ / Pd(OH)2/C / methanol / 23 °C

7: 90 percent / p-TsOH / dimethylformamide / 50 °C

8: 95 percent / CSA / benzene / 80 °C

9: 1.) n-BuLi, 2.) Et₃SiH, BF₃*Et₂O / 1.) THF, -78 deg C, 2.) CH₂Cl₂, -25 deg C

With chromium(VI) oxide; triethylsilane; sodium hydroxide; n-butyllithium; oxalyl dichloride; (PPh₃)RhCl; sulfuric acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; toluene-4-sulfonic acid; dimethyl sulfoxide; benzo[1,3,2]dioxaborole; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja961230+