[(3S,5R,7S,8R,9S,10S)-3-Benzyloxy-7-((1S,2R)-1-benzyloxy-2-methyl-but-3-enyl)-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-8-yloxy]-triethyl-silane

Base Information

Chemical Name:[(3S,5R,7S,8R,9S,10S)-3-Benzyloxy-7-((1S,2R)-1-benzyloxy-2-methyl-but-3-enyl)-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-8-yloxy]-triethyl-silane
CAS No.:342901-97-7
Molecular Formula:C₃₅H₅₂O₅Si
Molecular Weight:580.88
Hs Code.:

Synonyms:[(3S,5R,7S,8R,9S,10S)-3-Benzyloxy-7-((1S,2R)-1-benzyloxy-2-methyl-but-3-enyl)-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-8-yloxy]-triethyl-silane

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Chemical Property of [(3S,5R,7S,8R,9S,10S)-3-Benzyloxy-7-((1S,2R)-1-benzyloxy-2-methyl-but-3-enyl)-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-8-yloxy]-triethyl-silane

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Technology Process of [(3S,5R,7S,8R,9S,10S)-3-Benzyloxy-7-((1S,2R)-1-benzyloxy-2-methyl-but-3-enyl)-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-8-yloxy]-triethyl-silane

There total 10 articles about [(3S,5R,7S,8R,9S,10S)-3-Benzyloxy-7-((1S,2R)-1-benzyloxy-2-methyl-but-3-enyl)-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-8-yloxy]-triethyl-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:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: (3S,5R,7R,8R,9S,10S)-3-Benzyloxy-7-((1S,2R)-1-benzyloxy-2-methyl-but-3-enyl)-9,10-dimethyl-1,6-dioxa-spiro[4.5]decan-8-ol

: 342901-97-7
[(3S,5R,7S,8R,9S,10S)-3-Benzyloxy-7-((1S,2R)-1-benzyloxy-2-methyl-but-3-enyl)-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-8-yloxy]-triethyl-silane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W

Reference yield:

: 157219-94-8
(3R,3aR,5S,6S,7S,7aS)-7-Benzyloxy-5-methoxy-3,6-dimethyl-hexahydro-furo[3,2-b]pyran-2-one

: 342901-97-7
[(3S,5R,7S,8R,9S,10S)-3-Benzyloxy-7-((1S,2R)-1-benzyloxy-2-methyl-but-3-enyl)-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-8-yloxy]-triethyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1.1: DIABLH / CH₂Cl₂ / -78 °C

1.2: NaBH₄ / methanol / 0 °C

2.1: Et₃N; DMAP / CH₂Cl₂ / 20 °C

3.1: dimethylsulfoxide / 70 °C

3.2: Mg / methanol / 20 °C

3.3: 83 percent / imidazole / dimethylformamide / 20 °C

4.1: DIABLH / CH₂Cl₂ / -78 °C

4.2: AcOH / tetrahydrofuran; H₂O / 20 °C

4.3: 78 percent / tetrapropylammonium perruthenate; N-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

5.1: 82 percent / LiHMDS / tetrahydrofuran / -78 °C

6.1: 68 percent / tetrahydrofuran / -78 °C

7.1: OsO₄; N,N'-bis(2,4,6-triMe-Bn)-(S,S)-1,2-diPh-1,2-diaminoethane / CH₂Cl₂ / -90 °C

7.2: NaHSO₃ / tetrahydrofuran; H₂O / 70 °C

7.3: 79 percent / camphorsulfonic acid / benzene / 20 °C

8.1: 98 percent / NaH / dimethylformamide / 20 °C

9.1: BF₃*Et₂O; Me₂S / CH₂Cl₂ / 0 °C

9.2: NaHMDS / tetrahydrofuran / 40 °C

10.1: 2,6-lutidine / CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; dmap; osmium(VIII) oxide; dimethylsulfide; boron trifluoride diethyl etherate; sodium hydride; (1S,2S)-1,2-diphenyl-N¹,N²-bis(mesitylmethyl)ethane-1,2-diamine; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 6.1: Grignard reaction / 9.2: Wittig reaction;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W

Reference yield:

: (2R,3S,4S,5S,6S)-4-Benzyloxy-2-((S)-2-hydroxy-1-methyl-ethyl)-6-methoxy-5-methyl-tetrahydro-pyran-3-ol

: 342901-97-7
[(3S,5R,7S,8R,9S,10S)-3-Benzyloxy-7-((1S,2R)-1-benzyloxy-2-methyl-but-3-enyl)-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-8-yloxy]-triethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: Et₃N; DMAP / CH₂Cl₂ / 20 °C

2.1: dimethylsulfoxide / 70 °C

2.2: Mg / methanol / 20 °C

2.3: 83 percent / imidazole / dimethylformamide / 20 °C

3.1: DIABLH / CH₂Cl₂ / -78 °C

3.2: AcOH / tetrahydrofuran; H₂O / 20 °C

3.3: 78 percent / tetrapropylammonium perruthenate; N-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

4.1: 82 percent / LiHMDS / tetrahydrofuran / -78 °C

5.1: 68 percent / tetrahydrofuran / -78 °C

6.1: OsO₄; N,N'-bis(2,4,6-triMe-Bn)-(S,S)-1,2-diPh-1,2-diaminoethane / CH₂Cl₂ / -90 °C

6.2: NaHSO₃ / tetrahydrofuran; H₂O / 70 °C

6.3: 79 percent / camphorsulfonic acid / benzene / 20 °C

7.1: 98 percent / NaH / dimethylformamide / 20 °C

8.1: BF₃*Et₂O; Me₂S / CH₂Cl₂ / 0 °C

8.2: NaHMDS / tetrahydrofuran / 40 °C

9.1: 2,6-lutidine / CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; dmap; osmium(VIII) oxide; dimethylsulfide; boron trifluoride diethyl etherate; sodium hydride; (1S,2S)-1,2-diphenyl-N¹,N²-bis(mesitylmethyl)ethane-1,2-diamine; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 5.1: Grignard reaction / 8.2: Wittig reaction;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W