tert-butyl 6-O-acetyl-3,4-O-isopropylidene-2-O-diphenylphosphinite-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:tert-butyl 6-O-acetyl-3,4-O-isopropylidene-2-O-diphenylphosphinite-1-thio-β-D-galactopyranoside
CAS No.:873441-41-9
Molecular Formula:C₂₇H₃₅O₆PS
Molecular Weight:518.611
Hs Code.:

Synonyms:tert-butyl 6-O-acetyl-3,4-O-isopropylidene-2-O-diphenylphosphinite-1-thio-β-D-galactopyranoside

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Chemical Property of tert-butyl 6-O-acetyl-3,4-O-isopropylidene-2-O-diphenylphosphinite-1-thio-β-D-galactopyranoside

Chemical Property:

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Technology Process of tert-butyl 6-O-acetyl-3,4-O-isopropylidene-2-O-diphenylphosphinite-1-thio-β-D-galactopyranoside

There total 5 articles about tert-butyl 6-O-acetyl-3,4-O-isopropylidene-2-O-diphenylphosphinite-1-thio-β-D-galactopyranoside 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:

: 873441-49-7
Acetic acid (3aS,4R,6S,7R,7aR)-6-tert-butylsulfanyl-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester

: 1079-66-9,74391-44-9
chloro-diphenylphosphine

: 873441-41-9
tert-butyl 6-O-acetyl-3,4-O-isopropylidene-2-O-diphenylphosphinite-1-thio-β-D-galactopyranoside

Guidance literature:: With dmap; triethylamine; In tetrahydrofuran;
DOI:10.1080/10426500590911449

Reference yield:

: 4163-60-4
β-D-galactose peracetate

: 873441-41-9
tert-butyl 6-O-acetyl-3,4-O-isopropylidene-2-O-diphenylphosphinite-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: BF₃*OEt₂ / CH₂Cl₂ / 20 °C

2: MeONa / methanol

3: CSA / acetone

4: collidine / CH₂Cl₂ / -78 °C

5: Et₃N; DMAP / tetrahydrofuran

With 2,3,5-trimethyl-pyridine; dmap; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetone; 2: Zemplen deacetylation;
DOI:10.1055/s-2005-918963

Reference yield:

: 873441-45-3
(3aS,4R,6S,7R,7aR)-6-tert-Butylsulfanyl-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

: 873441-41-9
tert-butyl 6-O-acetyl-3,4-O-isopropylidene-2-O-diphenylphosphinite-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: collidine / CH₂Cl₂ / -78 °C

2: Et₃N; DMAP / tetrahydrofuran

With 2,3,5-trimethyl-pyridine; dmap; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2005-918963