Acetic acid (1S,2S,3R,4S,5S,6R)-3-benzyloxy-4-[(2R,4aR,6S,7R,8S,8aR)-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydroxy-cyclohexyl ester

Base Information

Chemical Name:Acetic acid (1S,2S,3R,4S,5S,6R)-3-benzyloxy-4-[(2R,4aR,6S,7R,8S,8aR)-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydroxy-cyclohexyl ester
CAS No.:144225-88-7
Molecular Formula:C₄₆H₇₆O₁₂Si₃
Molecular Weight:905.359
Hs Code.:

Acetic acid (1S,2S,3R,4S,5S,6R)-3-benzyloxy-4-[(2R,4aR,6S,7R,8S,8aR)-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydroxy-cyclohexyl ester

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Suppliers and Price of Acetic acid (1S,2S,3R,4S,5S,6R)-3-benzyloxy-4-[(2R,4aR,6S,7R,8S,8aR)-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydroxy-cyclohexyl ester

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Chemical Property of Acetic acid (1S,2S,3R,4S,5S,6R)-3-benzyloxy-4-[(2R,4aR,6S,7R,8S,8aR)-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydroxy-cyclohexyl ester

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Technology Process of Acetic acid (1S,2S,3R,4S,5S,6R)-3-benzyloxy-4-[(2R,4aR,6S,7R,8S,8aR)-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydroxy-cyclohexyl ester

There total 22 articles about Acetic acid (1S,2S,3R,4S,5S,6R)-3-benzyloxy-4-[(2R,4aR,6S,7R,8S,8aR)-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydroxy-cyclohexyl ester 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 144225-88-7,144300-80-1,144300-81-2,144300-82-3
Acetic acid (1R,2R,3S,4R,5R,6S)-3-benzyloxy-4-[(2R,4aR,6S,7R,8S,8aR)-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydroxy-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / benzene / 5 h / Ambient temperature

2: NaBH₄, CeCl₃*7H₂O / methanol / 2 h / 0 °C

3: Et₃N, DMAP / CH₂Cl₂

4: OsO₄, Me₃NO / acetone; H₂O / 24 h / Ambient temperature

With dmap; sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; trimethylamine-N-oxide; triethylamine; In methanol; dichloromethane; water; acetone; benzene;
DOI:10.1021/jo00049a007

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 144225-88-7,144300-80-1,144300-81-2,144300-82-3
Acetic acid (1R,2R,3S,4R,5S,6R)-3-benzyloxy-4-[(2R,4aR,6S,7R,8S,8aR)-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydroxy-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / benzene / 5 h / Ambient temperature

2: NaBH₄, CeCl₃*7H₂O / methanol / 2 h / 0 °C

3: Et₃N, DMAP / CH₂Cl₂

4: OsO₄, Me₃NO / acetone; H₂O / 24 h / Ambient temperature

With dmap; sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; trimethylamine-N-oxide; triethylamine; In methanol; dichloromethane; water; acetone; benzene;
DOI:10.1021/jo00049a007

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 144225-88-7,144300-80-1,144300-81-2,144300-82-3
Acetic acid (1S,2S,3R,4S,5R,6S)-3-benzyloxy-4-[(2R,4aR,6S,7R,8S,8aR)-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydroxy-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / Et₃N / toluene / a) -23 deg C, b) r.t., 7 h

2: LiAl(OtBu)3H / tetrahydrofuran / 24 h / -78 deg C to r.t.

3: Et₃N, DMAP / CH₂Cl₂

4: OsO₄, Me₃NO / acetone; H₂O / 24 h / Ambient temperature

With dmap; osmium(VIII) oxide; trimethylamine-N-oxide; lithium tri-t-butoxyaluminum hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; acetone; toluene;
DOI:10.1021/jo00049a007