(2S,3S,4S,5R,8R)-3,4-Bis-benzyloxy-8-((R)-1-iodo-decyl)-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

Base Information

• Chemical Name: (2S,3S,4S,5R,8R)-3,4-Bis-benzyloxy-8-((R)-1-iodo-decyl)-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one
• CAS No.: 404935-60-0
• Molecular Formula: C₃₂H₄₃IO₆
• Molecular Weight: 650.594
• Mol file: 404935-60-0.mol

Synonyms:(2S,3S,4S,5R,8R)-3,4-Bis-benzyloxy-8-((R)-1-iodo-decyl)-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

Chemical Property of (2S,3S,4S,5R,8R)-3,4-Bis-benzyloxy-8-((R)-1-iodo-decyl)-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4S,5R,8R)-3,4-Bis-benzyloxy-8-((R)-1-iodo-decyl)-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

There total 3 articles about (2S,3S,4S,5R,8R)-3,4-Bis-benzyloxy-8-((R)-1-iodo-decyl)-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one 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:

(2R,3S,4S,5S)-3,4-Bis-benzyloxy-2-((E)-dodec-2-enyl)-5-methoxy-tetrahydro-furan-2-carboxylic acid (1053480-87-7) → (2S,3S,4S,5R,8R)-3,4-Bis-benzyloxy-8-((R)-1-iodo-decyl)-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one (404935-60-0) + (2S,3S,4S,5R)-3,4-Bis-benzyloxy-8-(2-iodo-decyl)-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

Guidance literature:

With iodine; sodium hydrogencarbonate; In diethyl ether; at 0 ℃; for 0.25h;

DOI:10.1021/jo016221k

Reference yield:

(2R,3S,4S,5S)-3,4-Bis-benzyloxy-2-((E)-dodec-2-enyl)-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester (404935-56-4) → (2S,3S,4S,5R,8R)-3,4-Bis-benzyloxy-8-((R)-1-iodo-decyl)-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one (404935-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / 48 h / Heating

2: 935 mg / I₂; aq. NaHCO₃ / diethyl ether / 0.25 h / 0 °C

With sodium hydroxide; iodine; sodium hydrogencarbonate; In diethyl ether;

DOI:10.1021/jo016221k

Reference yield:

(3S,4S,5S)-3,4-Bis-benzyloxy-2-((E)-dodec-2-enyl)-5-methoxy-tetrahydro-furan-2-carboxylic acid → (2S,3S,4S,5R,8R)-3,4-Bis-benzyloxy-8-((R)-1-iodo-decyl)-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one (404935-60-0)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: aq. NaOH / 48 h / Heating

3: 935 mg / I₂; aq. NaHCO₃ / diethyl ether / 0.25 h / 0 °C

With sodium hydroxide; iodine; sodium hydrogencarbonate; In diethyl ether;

DOI:10.1021/jo016221k

upstream raw materials:

(2R,3S,4S,5S)-3,4-Bis-benzyloxy-2-((E)-dodec-2-enyl)-5-methoxy-tetrahydro-furan-2-carboxylic acid

(2R,3S,4S,5S)-3,4-Bis-benzyloxy-2-((E)-dodec-2-enyl)-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester

Downstream raw materials:

(2S,3S,4S,5R,8S)-3,4-Bis-benzyloxy-8-decyl-2-methoxy-1,7-dioxa-spiro[4.4]nonan-6-one

(-)-cinatrin B