(2S,3R,4R,5R)-4-[(2S,3R,4R,5S,6S)-3,4-Dihydroxy-6-phenylsulfanylmethyl-5-((2S,3R,5S,6S)-3,4,5-trihydroxy-6-phenylsulfanylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexane-1,2,3,5,6-pentaol

Base Information

• Chemical Name: (2S,3R,4R,5R)-4-[(2S,3R,4R,5S,6S)-3,4-Dihydroxy-6-phenylsulfanylmethyl-5-((2S,3R,5S,6S)-3,4,5-trihydroxy-6-phenylsulfanylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexane-1,2,3,5,6-pentaol
• CAS No.: 95475-30-2
• Molecular Formula: C₃₀H₄₂O₁₄S₂
• Molecular Weight: 690.787

Synonyms:

Chemical Property of (2S,3R,4R,5R)-4-[(2S,3R,4R,5S,6S)-3,4-Dihydroxy-6-phenylsulfanylmethyl-5-((2S,3R,5S,6S)-3,4,5-trihydroxy-6-phenylsulfanylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexane-1,2,3,5,6-pentaol

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Technology Process of (2S,3R,4R,5R)-4-[(2S,3R,4R,5S,6S)-3,4-Dihydroxy-6-phenylsulfanylmethyl-5-((2S,3R,5S,6S)-3,4,5-trihydroxy-6-phenylsulfanylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexane-1,2,3,5,6-pentaol

There total 3 articles about (2S,3R,4R,5R)-4-[(2S,3R,4R,5S,6S)-3,4-Dihydroxy-6-phenylsulfanylmethyl-5-((2S,3R,5S,6S)-3,4,5-trihydroxy-6-phenylsulfanylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexane-1,2,3,5,6-pentaol 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:

C30H40O14S2 (96761-42-1) → (2S,3R,4R,5R)-4-[(2S,3R,4R,5S,6S)-3,4-Dihydroxy-6-phenylsulfanylmethyl-5-((2S,3R,5S,6S)-3,4,5-trihydroxy-6-phenylsulfanylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexane-1,2,3,5,6-pentaol (95475-30-2)

Guidance literature:

With sodium tetrahydroborate; Ambient temperature;

DOI:10.1021/jo00215a008

Reference yield:

6A,6B-dideoxy-6A,6B-diphenylthio-β-cyclodextrin (95475-68-6) → (2S,3R,4R,5R)-4-[(2S,3R,4R,5S,6S)-3,4-Dihydroxy-6-phenylsulfanylmethyl-5-((2S,3R,5S,6S)-3,4,5-trihydroxy-6-phenylsulfanylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexane-1,2,3,5,6-pentaol (95475-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / 288 h / 40 °C / Taka amylase

2: 1 percent aq. NaBH₄ / Ambient temperature

With sodium tetrahydroborate;

DOI:10.1021/jo00215a008

Reference yield:

C54H78O33S2 (95475-68-6) → 4-[3,4-Dihydroxy-6-phenylsulfanylmethyl-5-(3,4,5-trihydroxy-6-phenylsulfanylmethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-hexane-1,2,3,5,6-pentaol (95475-30-2)

Guidance literature:

With sodium tetrahydroborate; Taka-amylase; Multistep reaction;

DOI:10.1016/S0040-4039(01)81618-X

upstream raw materials:

C₅₄H₇₈O₃₃S₂

C₃₀H₄₀O₁₄S₂

6A,6B-dideoxy-6A,6B-diphenylthio-β-cyclodextrin

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