1-O-acetyl-4,5-di-O-allyl-2,6-anhydro-3,7,8-trideoxy-3-C-ethynyl-8-C-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

Base Information

Chemical Name:1-O-acetyl-4,5-di-O-allyl-2,6-anhydro-3,7,8-trideoxy-3-C-ethynyl-8-C-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol
CAS No.:180675-75-6
Molecular Formula:C₂₁H₃₀O₅Si
Molecular Weight:390.552
Hs Code.:

Synonyms:1-O-acetyl-4,5-di-O-allyl-2,6-anhydro-3,7,8-trideoxy-3-C-ethynyl-8-C-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

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Chemical Property of 1-O-acetyl-4,5-di-O-allyl-2,6-anhydro-3,7,8-trideoxy-3-C-ethynyl-8-C-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

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Technology Process of 1-O-acetyl-4,5-di-O-allyl-2,6-anhydro-3,7,8-trideoxy-3-C-ethynyl-8-C-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

There total 2 articles about 1-O-acetyl-4,5-di-O-allyl-2,6-anhydro-3,7,8-trideoxy-3-C-ethynyl-8-C-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol 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: 9.0%

: 81353-38-0
(trimethylsilylethynyl)tributyltin

: 6-O-acetyl-2,3-di-O-allyl-4-deoxy-4-C-ethynyl-D-glucopyranosyl chloride

: Acetic acid (2S,3R,4S,4aS,8aR)-4-allyloxy-3-ethynyl-2,3,4,4a,8,8a-hexahydro-pyrano[3,2-b]pyran-2-ylmethyl ester

: 180675-75-6
1-O-acetyl-4,5-di-O-allyl-2,6-anhydro-3,7,8-trideoxy-3-C-ethynyl-8-C-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

: Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-allyloxy-3-tributylstannanylethynyl-6-trimethylsilanylethynyl-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With 3 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; Ambient temperature;
DOI:10.1002/hlca.19960790423

Reference yield:

: 81353-38-0
(trimethylsilylethynyl)tributyltin

: 180675-75-6
1-O-acetyl-4,5-di-O-allyl-2,6-anhydro-3,7,8-trideoxy-3-C-ethynyl-8-C-(trimethylsilyl)-D-glycero-L-gulo-oct-7-ynitol

Guidance literature:: Multi-step reaction with 2 steps

1: 9 percent / 3A molecular sieves, AgOTf / CH₂Cl₂ / Ambient temperature

2: 97 percent / 37percent HCl / methanol / 0.42 h / 0 °C

With hydrogenchloride; 3 A molecular sieve; silver trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1002/hlca.19960790423