O,O-diethyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-1-thio-α-D-glucopyranoside phosphorodithioate

Base Information

Chemical Name:O,O-diethyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-1-thio-α-D-glucopyranoside phosphorodithioate
CAS No.:219122-21-1
Molecular Formula:C₃₆H₄₇O₈PS₂
Molecular Weight:702.87
Hs Code.:

Synonyms:O,O-diethyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-1-thio-α-D-glucopyranoside phosphorodithioate

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Chemical Property of O,O-diethyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-1-thio-α-D-glucopyranoside phosphorodithioate

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Technology Process of O,O-diethyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-1-thio-α-D-glucopyranoside phosphorodithioate

There total 3 articles about O,O-diethyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-1-thio-α-D-glucopyranoside phosphorodithioate 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: 83.0%

: 3282-30-2
pivaloyl chloride

: 219122-17-5
O,O-diethyl 3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranoside phosphorodithioate

: 219122-21-1
O,O-diethyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-1-thio-α-D-glucopyranoside phosphorodithioate

Guidance literature:: With dmap;
DOI:10.1021/jo981552r

Reference yield:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 219122-21-1
O,O-diethyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-1-thio-α-D-glucopyranoside phosphorodithioate

Guidance literature:: Multi-step reaction with 3 steps

1: dimethyldioxirane / CH₂Cl₂; acetone / 0.25 h / 0 °C

2: 43 percent / CH₂Cl₂ / 1.5 h / -78 - 20 °C

3: 83 percent / DMAP / CH₂Cl₂ / 1.5 h / 0 - 20 °C

With dmap; 3,3-dimethyldioxirane; In dichloromethane; acetone;
DOI:10.1021/ja016227r

Reference yield:

: 1011723-04-8
glucal epoxide

: 219122-21-1
O,O-diethyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-1-thio-α-D-glucopyranoside phosphorodithioate

Guidance literature:: Multi-step reaction with 2 steps

1: 43 percent / CH₂Cl₂ / 1.5 h / -78 - 20 °C

2: 83 percent / DMAP / CH₂Cl₂ / 1.5 h / 0 - 20 °C

With dmap; In dichloromethane;
DOI:10.1021/ja016227r