(Z)-1-deoxy-2-O-[(2-tert-butyldimethylsilyloxy)-3,3-dimethylbutenyl]-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropylsilyl-α-D-galactopyranose

Base Information

Chemical Name:(Z)-1-deoxy-2-O-[(2-tert-butyldimethylsilyloxy)-3,3-dimethylbutenyl]-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropylsilyl-α-D-galactopyranose
CAS No.:192565-67-6
Molecular Formula:C₃₆H₆₄O₈SSi₂
Molecular Weight:713.136
Hs Code.:

(Z)-1-deoxy-2-O-[(2-tert-butyldimethylsilyloxy)-3,3-dimethylbutenyl]-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropylsilyl-α-D-galactopyranose

Synonyms:(Z)-1-deoxy-2-O-[(2-tert-butyldimethylsilyloxy)-3,3-dimethylbutenyl]-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropylsilyl-α-D-galactopyranose

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

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Chemical Property of (Z)-1-deoxy-2-O-[(2-tert-butyldimethylsilyloxy)-3,3-dimethylbutenyl]-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropylsilyl-α-D-galactopyranose

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (Z)-1-deoxy-2-O-[(2-tert-butyldimethylsilyloxy)-3,3-dimethylbutenyl]-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropylsilyl-α-D-galactopyranose

There total 4 articles about (Z)-1-deoxy-2-O-[(2-tert-butyldimethylsilyloxy)-3,3-dimethylbutenyl]-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropylsilyl-α-D-galactopyranose 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: 85.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 260403-59-6
1-deoxy-2-O-(3,3-dimethyl-2-oxobutyl)-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropyl-α-D-galactopyranose

: 192565-67-6
(Z)-1-deoxy-2-O-[(2-tert-butyldimethylsilyloxy)-3,3-dimethylbutenyl]-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropylsilyl-α-D-galactopyranose

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/S0040-4020(99)00959-X

Reference yield:

: 5469-26-1
1-Bromopinacolon

: 192565-67-6
(Z)-1-deoxy-2-O-[(2-tert-butyldimethylsilyloxy)-3,3-dimethylbutenyl]-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropylsilyl-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / Aliquat 336; aq. NaOH / CH₂Cl₂ / 20 °C

2: 94 percent / CH₃CO₃H; NaOAc / CH₂Cl₂; H₂O / 0 - 20 °C

3: 85 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

With peracetic acid; sodium hydroxide; sodium acetate; Aliquat 336; triethylamine; In dichloromethane; water; 1: Etherification / 2: Oxidation / 3: Etherification;
DOI:10.1016/S0040-4020(99)00959-X

Reference yield:

: 192565-74-5
(3aS,4R,6R,7R,7aR)-2,2-Dimethyl-6-phenylsulfanyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

: 192565-67-6
(Z)-1-deoxy-2-O-[(2-tert-butyldimethylsilyloxy)-3,3-dimethylbutenyl]-3,4-O-isopropylidene-1-phenylsulfonyl-6-O-triisopropylsilyl-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / Aliquat 336; aq. NaOH / CH₂Cl₂ / 20 °C

2: 94 percent / CH₃CO₃H; NaOAc / CH₂Cl₂; H₂O / 0 - 20 °C

3: 85 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

With peracetic acid; sodium hydroxide; sodium acetate; Aliquat 336; triethylamine; In dichloromethane; water; 1: Etherification / 2: Oxidation / 3: Etherification;
DOI:10.1016/S0040-4020(99)00959-X