(2R,3R,4S,5R)-1,2,4,5-Tetrakis-benzyloxy-6,6-bis-ethylsulfanyl-hexan-3-ol

Base Information

• Chemical Name: (2R,3R,4S,5R)-1,2,4,5-Tetrakis-benzyloxy-6,6-bis-ethylsulfanyl-hexan-3-ol
• CAS No.: 851178-80-8
• Molecular Formula: C₃₈H₄₆O₅S₂
• Molecular Weight: 646.912

Synonyms:(2R,3R,4S,5R)-1,2,4,5-Tetrakis-benzyloxy-6,6-bis-ethylsulfanyl-hexan-3-ol

Chemical Property of (2R,3R,4S,5R)-1,2,4,5-Tetrakis-benzyloxy-6,6-bis-ethylsulfanyl-hexan-3-ol

Chemical Property:

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Technology Process of (2R,3R,4S,5R)-1,2,4,5-Tetrakis-benzyloxy-6,6-bis-ethylsulfanyl-hexan-3-ol

There total 2 articles about (2R,3R,4S,5R)-1,2,4,5-Tetrakis-benzyloxy-6,6-bis-ethylsulfanyl-hexan-3-ol 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: 73.0%

2,3,5,6-tetra-O-benzyl-D-glucofuranose (89539-39-9,89539-40-2) + ethanethiol (75-08-1) → (2R,3R,4S,5R)-1,2,4,5-Tetrakis-benzyloxy-6,6-bis-ethylsulfanyl-hexan-3-ol (851178-80-8)

Guidance literature:

With hydrogenchloride; In water; for 20h; cooling;

DOI:10.1016/j.tet.2005.01.119

Reference yield:

methyl 2,3,5,6-tetra-O-benzylglucofuranoside (201603-51-2) → (2R,3R,4S,5R)-1,2,4,5-Tetrakis-benzyloxy-6,6-bis-ethylsulfanyl-hexan-3-ol (851178-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / CF₃CO₂H / H₂O / 24 h / 25 °C

2: 73 percent / HCl / H₂O / 20 h / cooling

With hydrogenchloride; trifluoroacetic acid; In water;

DOI:10.1016/j.tet.2005.01.119

Reference yield: 73.0%

propargyl bromide (106-96-7) + (2R,3R,4S,5R)-1,2,4,5-Tetrakis-benzyloxy-6,6-bis-ethylsulfanyl-hexan-3-ol (851178-80-8) → C41H48O5S2 (851178-82-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 25 ℃; for 12h;

DOI:10.1016/j.tet.2005.01.119

upstream raw materials:

2,3,5,6-tetra-O-benzyl-D-glucofuranose

ethanethiol

methyl 2,3,5,6-tetra-O-benzylglucofuranoside

Downstream raw materials:

C₄₁H₅₀O₅S₂

C₄₁H₄₈O₅S₂

(2S,3R,4R,5R)-4-Allyloxy-2,3,5,6-tetrakis-benzyloxy-hexanal oxime

(2S,3R,4R,5R)-2,3,5,6-Tetrakis-benzyloxy-4-prop-2-ynyloxy-hexanal oxime

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