6-deoxy-1,2:3,4-di-O-isopropylidene-6-(triphenylphosphino)-α-D-galactopyranose iodide

Base Information

• Chemical Name: 6-deoxy-1,2:3,4-di-O-isopropylidene-6-(triphenylphosphino)-α-D-galactopyranose iodide
• CAS No.: 69204-28-0
• Molecular Formula: C₃₀H₃₄O₅P*I
• Molecular Weight: 632.475

Synonyms:6-deoxy-1,2:3,4-di-O-isopropylidene-6-(triphenylphosphino)-α-D-galactopyranose iodide

Chemical Property of 6-deoxy-1,2:3,4-di-O-isopropylidene-6-(triphenylphosphino)-α-D-galactopyranose iodide

Chemical Property:

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Technology Process of 6-deoxy-1,2:3,4-di-O-isopropylidene-6-(triphenylphosphino)-α-D-galactopyranose iodide

There total 2 articles about 6-deoxy-1,2:3,4-di-O-isopropylidene-6-(triphenylphosphino)-α-D-galactopyranose iodide 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: 89.0%

1,2:3,4-di-O-isopropylidene-6-iodo-D-galactopyranose (4026-28-2) + triphenylphosphine (603-35-0) → 6-deoxy-1,2:3,4-di-O-isopropylidene-6-(triphenylphosphino)-α-D-galactopyranose iodide (69204-28-0)

Guidance literature:

In toluene; at 110 ℃; for 20h;

DOI:10.1016/S0040-4020(01)87008-3

Reference yield:

→ 6-deoxy-1,2:3,4-di-O-isopropylidene-6-(triphenylphosphino)-α-D-galactopyranose iodide (69204-28-0)

Guidance literature:

DOI:10.1021/jo01323a016

Reference yield: 80.0%

6-deoxy-1,2:3,4-di-O-isopropylidene-6-(triphenylphosphino)-α-D-galactopyranose iodide (69204-28-0) + (2R,3R,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-carbaldehyde (160701-91-7) → (3aR,5R,5aS,8aS,8bR)-5-[(Z)-2-((2S,3S,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran (197229-36-0)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; 1.) -30 deg C to room temperature, 2.5 h, 2.) room temperature, 30 min;

DOI:10.1021/jo971177n

upstream raw materials:

1,2:3,4-di-O-isopropylidene-6-iodo-D-galactopyranose

triphenylphosphine

Downstream raw materials:

(3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-[(Z)-2-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

(3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-[(Z)-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

(3aR,5R,5aS,8aS,8bR)-5-[(Z)-2-((2S,3S,4R,5R,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

(2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-pyrrolidine

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